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Takbiri, S. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Shadman, S.M. Publication Date: 2025
Polymer Bulletin (14362449) 82(17)pp. 11815-11837
This study introduces a novel carrier system based on thiolated sodium alginate (TSA), a biopolymer used for drug loading. Sodium alginate was modified with 1,2–ethane dithiol to cross-link the polymer and introduce thiol functional groups. The resulting TSA matrix was used to immobilize gold nanoparticles (AuNPs) and 6-mercaptopurine (6-MP). Two types of nanocarriers, 6-MP–Auₙₚ@TSA and 6-MP@TSA, were prepared and characterized using Fourier-transform infrared spectroscopy (FT-IR), surface-enhanced Raman spectroscopy (SERS), field emission scanning electron microscopy (FE-SEM), and transmission electron microscopy (TEM). TEM analysis revealed that the synthesized fine Au nanoparticles have an average diameter of approximately 2.4 nm. These platforms were evaluated and compared in terms of drug loading capacity and release behavior. The Auₙₚ@TSA carrier demonstrated a higher drug-loading capacity and superior controlled-release characteristics. The nanocomposites achieved drug loading efficiencies of 93% and 74% for Auₙₚ@TSA and TSA, respectively, and exhibited pH-sensitive release profiles for 6-MP. Under acidic conditions (low pH), the drug-loaded carriers exhibited reduced swelling, with swelling degrees of approximately 13–20% for samples, likely due to hydrogen bonding that limited water penetration. Cytotoxicity assessments were conducted on the human breast cancer cell line MCF-7 over a 50-h period. Notably, both carriers showed minimal cytotoxic effects on healthy and cancerous cells at low concentrations. Free 6-MP induced approximately 30% reduction in cancer cell viability at 50 µg/mL. In comparison, the 6-MP–Auₙₚ@TSA and 6-MP@TSA carriers reduced cell viability by 55% and 48%, respectively, after 50 h. Furthermore, 6-MP@TSA and 6-MP–AuNP@TSA showed enhanced cytotoxicity against MCF7 cells, with lower IC₅₀ values (70 μM and 26 μM, respectively) compared to free 6-MP. These results highlight the potential of TSA-based biocarriers as biocompatible and degradable platforms for targeted drug delivery, particularly in anticancer applications. © The Author(s), under exclusive licence to Springer-Verlag GmbH Germany, part of Springer Nature 2025.
Zare narimani, A. ,
Landrani, A. ,
Bahadori, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. Publication Date: 2025
ACS Applied Bio Materials (25766422) 8(6)pp. 5067-5077
In this study, heterogeneous biocatalysts were produced by successfully synthesizing the metal-organic framework (MOF) NH2-MIL-125(Ti) as a support, followed by the chemical stabilization of the lipase enzyme using the Ugi four-component reaction (Lipase-NH2-MIL-125), resulting in a stabilization efficiency of 87%. The amine group in MOF plays one of the reactants in the Ugi reaction, and a firm covalent bond is created between the enzyme and the support, which avoids enzyme leaching and leads to a stable biocatalyst. Enzyme efficiency, reusability, pH, and temperature stability of Lipase-NH2-MIL-125 have been investigated, and their high performance has been proven for the biocatalyst. The biodiesel production process using oleic acid has been utilized to evaluate the catalytic activity of the designed biocatalyst, and different parameters have been optimized. The results confirmed the good activity of Lipase-NH2-MIL-125 in biodiesel production, and even after 6 cycles, the activity slightly decreased, which confirmed the stability of the biocatalyst during the reaction. © 2025 American Chemical Society.
Publication Date: 2025
pp. 209-245
This chapter discusses the photoelectrochemical (PEC) systems for solar water splitting, highlighting their potential to convert solar energy into chemical fuels, specifically hydrogen, and oxygen. It also emphasizes the challenges of developing semiconductor (SC) materials with appropriate energy levels and band gaps for effective catalytic water splitting. Photosensitizers, electrolytes, anchoring groups, and photocatalysts have been shown to significantly influence the performance of dye-sensitized photoelectrochemical cells (DSPECs) as a cost-effective and sustainable approach for water splitting. This chapter introduces photocatalytic materials, particularly perovskite-based catalysts, known for their high photocatalytic activity. Moreover, it addresses the performance limitations in current solar water-splitting systems, noting that the sun-to-hydrogen (STH) efficiency is still significantly less than the 10% target efficiency for large-scale applications. The discussion includes optimizing the band gap of SC materials, mentioning that a band gap of 1.23 eV is critical for effective water splitting. Lastly, the chapter introduces innovative tandem configuration systems that combine photoanodes and photocathodes or photovoltaic devices to maximize solar energy capture and achieve self-driven water splitting without the need for significant external bias. © 2025 Elsevier Inc. All rights reserved.
Aghayani, S. ,
Tangestaninejad, S. ,
Stock, N. ,
Achenbach, B. ,
Bahadori, M. ,
Moghadam, M. ,
Nami-ana, S.F. ,
Sharifi, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2025
Journal of Materials Chemistry B (2050750X) 13(37)pp. 11739-11749
Coordination polymers (CPs) can be used as supporting materials for enzyme immobilization to overcome limitations arising from mass transfer barriers, active site blocking, and low enzyme loading, as previously demonstrated, employing metal–organic frameworks (MOFs). We report on a new composite containing glucose oxidase (GOD) and ZIF-7-III (Zn(bIm)2), focusing on three aspects: formation, optimization of catalytic properties, and application. The immobilization of GOD on ZIF-7-III at room temperature was systematically studied by varying the amount of GOD and the reaction time. ZIF-7-III/GOD composites were obtained, as confirmed by Fourier transform infrared (FTIR) spectroscopy and thermogravimetric analysis (TGA). GOD incorporation significantly slows the crystallization of ZIF-7-III. The optimized composite exhibits relative catalytic activity of 98% at maximum enzyme loading, enhanced stability across a broad pH range (3 < pH < 9), and stability at elevated temperatures (up to 80 °C). Storage stability retains 66% activity after 60 days, which is important for possible applications. The use of the composite in an electrochemical biosensor for glucose detection was also demonstrated. Cyclic voltammetry and amperometric measurements were performed, demonstrating high repeatability (RSD <6%) and selectivity against common interferents. A linear response to glucose concentrations in the millimolar range was observed, with a detection limit of 0.01 mmol L−1. Notably, the sensor effectively detected glucose in human plasma samples, indicating its potential for real-world glucose monitoring. © 2025 The Royal Society of Chemistry.
Bahadori, M. ,
Hafshejani, M.T. ,
Nasrollahzadeh, M. ,
Mirkhani, V. Publication Date: 2025
pp. 1-25
This chapter delves into the chronological development of solar water splitting, a critical process in artificial photosynthesis to generate clean hydrogen fuel from water using sunlight. It begins by discussing the foundational principles laid out in early photocatalytic research and photoelectrochemistry, focusing on the pioneering works of scientists who conceptualized converting solar energy into chemical energy. A key milestone was the 1972 discovery by Fujishima and Honda, who demonstrated using a TiO₂ semiconductor anode in a photoelectrochemical cell to split water under ultraviolet light, thus initiating the modern study of solar-driven hydrogen production. The chapter further explores the progression of semiconductor materials—ranging from metal oxides like TiO₂ to more complex structures such as perovskites and quantum dots—each aimed at optimizing the photocatalytic efficiency, stability, and absorption spectrum. This historical overview sets a scientific foundation for the discussion of advanced materials and cutting-edge techniques that are explored in subsequent chapters. © 2025 Elsevier Inc. All rights reserved.
Sharifi, M. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Marandi, A. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Aghayani, S. Publication Date: 2025
Scientific Reports (20452322) 15(1)
Biodiesel presents a sustainable alternative to fossil fuels, yet traditional homogeneous catalysts like sodium and potassium hydroxide face challenges with separation and reuse. Calcium oxide (CaO) is an effective heterogeneous catalyst for biodiesel production, but its chemical instability under reaction conditions restricts its long-term performance. This study introduces MOF-mediated synthesis (MOFMS) of heterogeneous catalysts, specifically CaO@ZnO and ZnO@CaO nanocomposites, from inexpensive and non-toxic metal salts and linkers in water. Comprehensive characterization techniques, including XRD, FT-IR, BET, FE-SEM, ICP, and CO2-TPD, were employed to analyze these catalysts. When applied to biodiesel production from soybean oil at ambient temperature and pressure, CaO@ZnO and ZnO@CaO achieved impressive biodiesel conversion rates of 99% and 92%, respectively, within 25 min. Both catalysts maintained their activity over six utilization cycles, with Ca²⁺ leaching remaining below 4% (2% for CaO@ZnO and 4% for ZnO@CaO) after the sixth run. These results provide valuable insights into catalyst preparation and leaching control, enhancing reusability in biodiesel production. Future research should aim to improve the long-term stability and reusability of these catalysts, investigate their performance with various feedstocks, and evaluate the feasibility for industrial applications. © The Author(s) 2025.
Bahadori, M. ,
Tavakoli hafshejani, M. ,
Nasrollahzadeh, M. ,
Mirkhani, V. Publication Date: 2025
pp. 339-370
This chapter offers a novel perspective on the current challenges and opportunities in hydrogen production and its applications. It opens with an introduction that underscores the significance of shifting towards cleaner energy sources, highlighting hydrogen as a promising alternative fuel due to its ecological advantages. The discussion focuses on photocatalysis as a sustainable and efficient method for utilizing solar energy to generate hydrogen. It further explores photoelectrochemical techniques, which effectively convert solar energy into hydrogen through innovative approaches. In addition, the chapter addresses the concept of plasmonic excitation, which enhances light absorption and boosts the efficiency of photocatalytic processes. The section on Z-scheme photocatalysts illustrates their potential to improve energy conversion by emulating natural photosynthesis. © 2025 Elsevier Inc. All rights reserved.
Bahadori, M. ,
Tavakoli hafshejani, M. ,
Nasrollahzadeh, M. ,
Mirkhani, V. Publication Date: 2025
pp. 95-124
This chapter provides an in-depth exploration of photocatalyst water splitting, focusing on its principles, advancements, and practical applications. The introduction presents a comprehensive overview of the evolution of photocatalysts and photocatalytic reactions, highlighting the significance of natural processes like photosynthesis and their influence on the development of artificial water-splitting technologies. The discussion progresses to cover the fundamental and thermodynamic principles underlying photocatalysis, identifying key performance indicators essential for assessing the efficiency of photocatalytic systems. It further distinguishes between dual-functional photocatalysts and conventional ones, emphasizing the enhanced capabilities of dual-functional systems in improving overall performance. Additionally, the chapter examines critical photocatalytic conditions that affect reaction efficiency, including bandgap energy, structural characteristics and surface area, light intensity, temperature, pH levels, and the use of sacrificial reagents. By addressing these variables, the chapter aims to provide valuable insights into optimizing photocatalytic processes for effective water splitting. © 2025 Elsevier Inc. All rights reserved.
Bahadori, M. ,
Hafshejani, M.T. ,
Nasrollahzadeh, M. ,
Mirkhani, V. Publication Date: 2025
pp. 303-338
This chapter presents an overview of photobiological water splitting, a crucial process for sustainable hydrogen production using biological systems. It begins with an introduction to the significance of biophotolysis in renewable energy. The chapter explores key mechanisms of hydrogen production, including direct biophotolysis, where photosynthetic organisms directly harness light energy to split water, and indirect biophotolysis, which involves intermediary compounds. It further examines photo-fermentative biohydrogen production, focusing on microorganisms that convert organic substrates into hydrogen under light. Additionally, the chapter discusses bacterial biohydrogen production, highlighting diverse bacterial species that produce hydrogen through anaerobic fermentation, and microalgae-based biohydrogen production, emphasizing the potential of microalgae due to their rapid growth and high photosynthetic efficiency. Overall, this chapter serves as a valuable resource for researchers interested in the advancements and applications of photobiological water splitting technologies for clean energy solutions. © 2025 Elsevier Inc. All rights reserved.
Publication Date: 2025
pp. 175-207
Photoelectrochemical water splitting (PEC) is a promising approach for sustainable hydrogen production, leveraging solar energy to drive the electrolysis of water into hydrogen and oxygen. This process combines semiconductor (SC) materials with catalytic systems to harness sunlight, generating an electron-hole pair that facilitates water oxidation and hydrogen evolution reactions. Recent advances in materials science have produced efficient photoelectrodes that improve light absorption and charge carrier dynamics. Additionally, innovative techniques such as tandem solar cells, co-catalyst integration, and surface modification have been implemented to improve overall efficiency and stability. This chapter provides a comprehensive overview of the fundamental principles of PEC water splitting, highlighting the critical role of photoelectrodes and their ability to harness solar energy through the generation of electron-hole pairs. It discusses efficiency calculations and the various factors that influence PEC performance, including light absorption, charge carrier mobility, and recombination rates. Furthermore, special attention is given to the influence of nanomaterials in enhancing PEC efficiency. The chapter examines how factors such as surface area, morphology, composition, and conductivity of nanomaterials contribute to their effectiveness as photoelectrodes. By addressing these key aspects, this chapter aims to deepen the understanding of PEC water splitting processes and identify strategies for improving efficiency in the pursuit of sustainable hydrogen production. © 2025 Elsevier Inc. All rights reserved.
Bahadori, M. ,
Tavakoli hafshejani, M. ,
Nasrollahzadeh, M. ,
Mirkhani, V. Publication Date: 2025
pp. 247-269
This chapter offers a thorough analysis of photothermal water splitting, emphasizing its workings, uses, and material needs. In the introduction, the importance of photothermal processes in the creation of sustainable energy is discussed, along with the technology's potential for producing hydrogen. The processes behind the photothermal effect are explored in detail in this chapter, including thermal vibrations in molecules, nonradiative relaxation in semiconductors, and plasmonic localized heating. These mechanisms are critical for understanding how light energy can be effectively converted into thermal energy to drive chemical reactions. In exploring photothermal catalysis, the chapter discusses various applications, such as solar thermochemical processes, photothermal catalytic hydrogen production from fossil fuels, CO2 conversion, and both the reverse water gas shift and water gas shift reactions. Each application is analyzed for its potential to contribute to cleaner energy solutions and carbon management. Furthermore, the chapter outlines the fundamental requirements for effective photothermal materials, emphasizing attributes such as high broadband adsorption, suitable heat conductivity, low light emission, and high stability of light absorbers. These criteria are essential for optimizing the efficiency and longevity of photothermal systems. © 2025 Elsevier Inc. All rights reserved.
Publication Date: 2025
pp. 67-93
The integration of photovoltaic (PV) technology with water-splitting processes represents a transformative approach to renewable hydrogen production, offering a sustainable solution for replacing fossil fuels. This technique harnesses solar energy through PV cells to generate electricity, which then drives water electrolysis, effectively splitting water molecules into hydrogen and oxygen. Hydrogen, as a clean and renewable energy carrier, has the potential to play a pivotal role in reducing carbon emissions and facilitating the transition to a low-carbon economy. Hydrogen production via photovoltaic technology can be achieved using various device architectures, each presenting unique advantages in terms of efficiency and design. This chapter categorizes PV-powered water splitting (WS) devices into four primary types, elucidating their configurations and operational mechanisms. “Type a” devices consist of PV modules and membrane-based electrolyzers connected in series, utilizing electron/hole pairs directly for water splitting. “Type b” devices incorporate multi-junction PV cells and require external bias, while “types c and d” explore “wireless” configurations that integrate all materials onto a single substrate, enhancing simplicity and reducing costs. Additionally, the chapter investigates various electrolyzer technologies, including alkaline water electrolyzers (AWE), proton exchange membrane water electrolyzers (PEMWE), anion exchange membrane water electrolyzers (AEMWE), solid oxide electrolysis cells (SOEC), and proton-conducting ceramic electrolyzers (PCCEL). It underscores the importance of optimizing system performance through advanced catalyst designs and strategies to improve overall efficiency and reduce costs. By addressing challenges associated with optical losses and ion diffusion paths, this chapter provides a comprehensive overview of cutting-edge PV-powered water-splitting systems and their potential to revolutionize sustainable hydrogen production. © 2025 Elsevier Inc. All rights reserved.
Publication Date: 2025
pp. 271-301
Enhancing renewable energy storage is crucial, and solar water splitting (SWS) is a promising method for converting solar energy into hydrogen as a chemical fuel. The process faces significant challenges, primarily in finding materials that can efficiently facilitate the necessary redox reactions while utilizing solar energy effectively. Semiconductor (SC) photoelectrodes made of different metal oxides have been extensively studied, but their practical use is limited by poor light absorption and charge carrier recombination. Recently, a novel approach employing metal nanostructures to enhance photocatalytic efficiency through localized surface plasmons was introduced. This chapter outlines the mechanics of plasmonic water splitting systems, highlighting the function of plasmonic metal nanoparticles (NPs) as antennas that enhance light harvesting and charge separation in SCs. The dynamics of propagating surface plasmons (PSPs) and localized surface plasmons (LSPs) are explored, elucidating how these phenomena contribute to enhanced energy absorption and conversion. Furthermore, various mechanisms of plasmonic water splitting, including direct hot-electron transfer, localized enhancement of electromagnetic field, plasmon resonant energy transfer, plasmon-heating effect, far-field light scattering, and dipole-dipole coupling reaction are discussed. Collectively, these advancements highlight the transformative potential of plasmonic nanocomposites in addressing the limitations of traditional SC materials for efficient solar energy utilization. © 2025 Elsevier Inc. All rights reserved.
Khorsandi, Z. ,
Maham, M. ,
Mirkhani, V. ,
Kruppke, B. ,
Khonakdar, H.A. Publication Date: 2025
Advances in Colloid and Interface Science (00018686) 344
Biopolymers are known as environmental materials with massive applications in various fields. Among biopolymers, polysaccharides are bioactive, renewable, bioresorbable, biocompatible, biodegradable, and hydrophilic. These brilliant properties have made them promising materials for use in emerging technologies. Three-dimensional (3D) printing of these green materials has extensive applications in clinical usage, novel electronic devices, developed resin and polymers, absorbents, etc. This review describes the recent development of employing polysaccharide-based nanomaterials in the construction of different bio-products by using extrusion, laser, inkjet 3D printing, and vat polymerization methods. The influence of incorporating nanoparticles (NPs) on the properties of the final 3D-printed composite comprising reinforcement effects, mechanical properties, viscosity, printability, shear-thinning property, biocompatibility, structural integrity, and interactions have been evaluated. This review helps researchers keep up with developments in polysaccharide-based 3D-printed composites, with the vision that NPs can potentially revolutionize the bioink issue in the future. © 2025 Elsevier B.V.
Afzali, N. ,
Keshavarzi, R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. Publication Date: 2025
Chemical Engineering Journal (13858947) 523
Photoelectrochemical (PEC) water splitting is a critical technology for sustainable hydrogen production, and metal-organic frameworks (MOFs) are emerging as highly tunable photo-absorbers. However, the efficiency of MOF-based photoanodes is critically dependent on their morphology, which dictates charge carrier dynamics and interfacial kinetics. A systematic understanding of this structure-property relationship remains a key challenge for rational material design. Here, we systematically investigate this relationship by synthesizing the titanium-based MOF, MIL-125-NH₂ (MNH), in three distinct morphologies: octahedral (O), tetragonal plates (TP), and circular plates (CP). These MOFs were integrated into a heterostructure with a TiO₂ underlayer to promote charge separation and functionalized with an Iridium oxide (IrO₂) co-catalyst to accelerate water oxidation. Photoelectrochemical measurements revealed a striking morphology-dependent performance. The circular plates heterostructure, IrO2/MNH(CP)/TiO₂, exhibited the highest photocurrent density of 2 mA/cm2 at 1.23 V vs. RHE, representing a 1.1-fold enhancement over the tetragonal plates and a 1.3-fold enhancement over the octahedral plates. The successful synthesis and distinct crystal shapes were rigorously confirmed by FE-SEM, PXRD, and BET analyses. Our findings demonstrate that the circular plates' morphology provides superior photoactivity, likely due to a combination of high surface area and the exposure of more active crystal facets. This work establishes a clear structure-function relationship in MOF-based photoanodes and underscores that morphology engineering is a powerful strategy for designing the next generation of highly efficient materials for solar fuel production. © 2025
Mirkhani, V. ,
Hafshejani, M.T. ,
Nasrollahzadeh, M. ,
Bahadori, M. Publication Date: 2025
pp. 1-376
Solar Water Splitting: PV-Electrolysis, Photoelectrochemical, Photothermal, Photocatalyst, and Photobiological Methods is a fundamental resource offering detailed information on PV-electrolysis, photoelectrochemical, photothermal, photocatalyst, photobiological, and other innovative methods for the production of hydrogen gas, as well as presenting the theory, design, and materials involved. This is supported by application examples and recent developments in areas such as tandem cells, dye-sensitized photoelectrochemical cells, and perovskite cells for solar water splitting. This book will be of interest to researchers, scientists, and advanced students across solar energy, renewable energy, chemistry, chemical engineering, nanotechnology, and materials science, as well as engineers and industrial personnel with an interest in water splitting, solar cells, and hydrogen production. © 2025 Elsevier Inc. All rights are reserved, including those for text and data mining, AI training, and similar technologies.
Bahmani, P. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Asadi, V. ,
Mirkhani, V. Publication Date: 2025
Sensing and Bio-Sensing Research (22141804) 50
The iron-based metal-organic framework (MOF) MIL-53(Fe) was successfully functionalized with chitosan through a simple and efficient post-synthetic strategy. This facile modification significantly enhances its catalytic properties, yielding a multifunctional nanocomposite that mimics both peroxidase and oxidase enzymatic activities. The chitosan-coated MIL-53(Fe), an inexpensive and biocompatible material, exhibits superior peroxidase-mimetic catalytic activity compared to its unmodified counterpart, enabling highly sensitive colorimetric biosensing. Upon interaction with hydrogen peroxide (H2O2), the nanocomposite facilitates the catalytic oxidation of 3,3′,5,5′-tetramethylbenzidine (TMB), producing a deep blue solution with distinct UV–vis absorption peaks at 369 and 652 nm. This system demonstrates a detection limit of 0.3 μM. Furthermore, our optimized catalytic conditions (40 °C, pH 4.0, 10 min, catalyst concentration: 0.11 mg mL−1) underscore the remarkable efficiency of our MOF-based peroxidase mimic. Notably, both peroxidase and oxidase activities are seamlessly executed under identical reaction conditions, simplifying multi-step enzymatic processes and eliminating the need for separate optimization protocols. This unique feature enhances overall efficiency while significantly reducing operational costs. The intrinsic rapid catalytic kinetics, reflected in the high Vmax values of 147.77 × 10−8 Ms.−1 for H2O2 and 53.11 × 10−8 Ms.−1 for TMB, further reinforce the system's viability for real-time sensing applications. Our functionalized MIL-53(Fe) nanocomposite presents a groundbreaking advancement in MOF-based biomimetic catalysis, with high sensitivity, operational simplicity, and cost-effectiveness. Finally, due to the excellent catalytic activity of chitosan-coated MIL-53(Fe), it was successfully utilized to detect H2O2 in real samples, including tap water and well water. © 2025 The Authors
Hosseini, S. ,
Landrani, A. ,
Moghadam, M. ,
Sun, Y. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor-baltok, I. ,
Karimi-maleh, H. ,
Mozaffari, M. Publication Date: 2025
Energy and Fuels (08870624) 39(24)pp. 11782-11792
Plasma catalysis for CO2 utilization technology shows considerable promise for advancement, with enhancing the synergistic relationship between plasma and catalysts being a key area of research challenge. However, current research focuses on the design of efficient catalyst formulations, but studies on metal-organic framework (MOF) screening and cold plasma methods have received less attention. Therefore, in this study, the hydrogenation of CO2 at ambient temperature and pressure was investigated using single-metal and bimetallic ZIF-67 as a MOF catalyst with the assistance of a dielectric barrier discharge (DBD) plasma reactor. The Co ZIF-67 and Ni Co ZIF-67 were synthesized and characterized by different analytical techniques. The synergistic effects between DBD plasma and these mono- and bimetal MOFs were investigated for the transformation protocol of CO2 to methanol. The flow rate of gas and input voltage as main parameters were screened. In this procedure, monometallic and bimetallic ZIF-67 showed 69.6 and 90.3% conversion with 84.1 and 98.1% selectivity of CH3OH production and 2.7 and 4.8 (mmol/kJ) energy efficiency under optimized conditions (flow rate: 60 mL/min; input voltage: 10 kV). Besides, the specific input energy of the transformation as a kinetic parameter was measured and showed linear behavior. The two catalysts can be reused up to six times without significant loss of their catalytic activities. © 2025 American Chemical Society.
Publication Date: 2025
pp. 27-65
Fossil fuels currently provide about 80% of the world's energy, highlighting the need to transition to clean and sustainable sources due to environmental issues and global warming. Solar energy offers a promising avenue for hydrogen production through water splitting, which acts as a clean energy carrier. To efficiently utilize solar energy, eco-friendly methods for conversion, storage, and distribution are essential, with water photoelectrolysis emerging as a key technology utilizing semiconductor materials. These semiconductors enable hydrogen and oxygen evolution reactions, focusing on improving the kinetics of the more challenging oxygen evolution reaction (OER) to boost overall efficiency. This chapter reviews fundamental concepts of solar water splitting, emphasizing thermodynamics, materials, and types of water-splitting systems. It highlights the importance of optimizing thermodynamic parameters and material properties to enhance the performance of photocatalytic, photoelectrochemical, and photovoltaic techniques for water splitting. Through this exploration, the chapter aims to address advances and challenges in harnessing solar energy for sustainable hydrogen production. © 2025 Elsevier Inc. All rights reserved.
Rastegari, F. ,
Asghari, S. ,
Mohammadpoor baltork, I. ,
Sabzyan, H. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. Publication Date: 2024
Journal of Hazardous Materials (18733336) 476
A novel imine-linked COF is synthesized by the condensation of 2,4,6-tris(4-aminophenyl)−1,3,5-triazine (TAPT) and 2-hydroxy-5-methoxyisophthalaldehyde (HMIPA) under solvothermal conditions. This COF adsorbs preferentially the neutral dye Neutral Red (NR) over the positively charged dye Methylene Blue (MB) at pH 7, and the negatively charged Methyl Orange (MO) over the positively charged Methylene Blue (MB) at pH 3. The maximum adsorption capacities (qe) obtained within very short times (11–60 min) under optimized conditions were 108, 185 and 429 mg.g−1 for the MB, MO, and NR dyes, respectively. These adsorptions obey the Langmuir isotherm and pseudo-second-order kinetics. The prepared TAPT-HMIPA-COF is used successfully for the removal of the dyes from real water and treated wastewater samples. The adsorption data, BET, FTIR, and zeta potential measurements show that the electrostatic, π-π stacking and hydrogen bond interactions are responsible for the adsorption of organic dyes on the surface of the prepared COF. Due to recyclability, high capacity and efficiency for the adsorption of positive, negative and neutral organic dyes, this COF can be considered promising for simultaneous removal of various dyes from aqueous solutions at adjusted pHs. © 2024 Elsevier B.V.
Korbekandi, M.M. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Notash, B. Publication Date: 2024
Scientific Reports (20452322) 14(1)
In this research, a new Lewis acid-based deep eutectic solvent (LA-DES) was synthesized using diphenhydramine hydrochloride and CoCl2·6H2O, (2[HDPH]:CoCl42−), and identified by FT-IR and 1HNMR techniques. The physicochemical properties of this LA-DES, such as thermal behavior, thermal stability, and solubility in common solvents were also investigated. The catalytic ability of 2[HDPH]:CoCl42− was ascertained in the efficient synthesis of a novel array of thiadiazolo[2,3-b]quinazolin-6-one scaffolds via a one-pot three-component reaction of dimedone/1,3-cyclohexanedione, aldehydes, and 5-aryl-1,3,4-thiadiazol-2-amines/3-(5-amino-1,3,4-thiadiazol-2-yl)-2H-chromen-2-one under solvent-free conditions. This catalyst was also successfully utilized for the synthesis of mono- and bis-thiadiazolo[2,3-b]quinazolin-6-ones from dialdehydes or bis-1,3,4-thiadiazol-2-amine. The simplicity of enforcement, short reaction time, avoidance of toxic organic solvents, scalability of the synthesis procedure, excellent atom economy, high reaction mass efficiency, and low E-factor are other outstanding advantages of this newly developed method. Furthermore, due to the convenient recovery and reuse of LA-DES, this protocol is economically justified and environmentally friendly. © 2024, The Author(s).
Asghari, S. ,
Mohammadpoor baltork, I. ,
Sabzyan, H. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. Publication Date: 2024
Journal of Environmental Chemical Engineering (22133437) 12(6)
Iodine capture from gas phase has gained enormous environmental importance due to the harmful effects of iodine pollution on human and other living organisms. In the current paper, an amine-linked covalent organic framework (AL-COF) is prepared by the partial in-situ reduction of the imine-linked COF (IL-COF) under the Eschweiler–Clarke conditions. The flexibility of the AL-COF and its synergic effect with the stronger hydrogen-bond donor ability of amine –HC–NH– compared to the imine –C[dbnd]N– linkages, led to a significant increase in the iodine adsorption capacity of the COF from 2.7 g.g−1 for the IL-COF to 5.0 g.g−1 for the AL-COF at 85 °C and atmospheric pressure. The specific surface area, and pore volume of the IL-COF were altered respectively from 70 m2.g−1 and 0.0642 cm3.g−1 to 58 m2.g−1 and 0.0811 cm3.g−1 for AL-COF. The iodine adsorption type was investigated using the FT-IR, XPS, Raman and DRS analyses. The adsorption of iodine on these two relative COFs is studied deeply with density-functional theory (DFT) computations employing B3LYP/LANL2DZ method. The UV-Vis absorption spectra obtained by TD-DFT method include charge transfer transitions between the iodine species (I−, I2, and I3−) and the designed IL-COF and AL-COF models. Also, various possible COF-iodine structures of the adsorption complexes were optimized and investigated based on the charge distribution and reduced density gradient (RDG). The computational and experimental results show compatible trends for the observed adsorption of iodine over these COFs surfaces. © 2024 Elsevier Ltd
Ebrahimkhani, L. ,
Nematollahi, J. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2024
Materials Today Communications (23524928) 40
Hybrid halide perovskites (CH3NH3PbI3) have emerged as an appealing candidate in photovoltaic devices due to their low-cost fabrication and remarkable optical and electronic properties. However, the commercial applications of these perovskites are limited by their instability due to the rapid rotation and orientation of methylammonium cation (CH3NH3+), and interaction with PbI2 lattice at high temperatures. Since CH3NH3+ can deteriorate structural stability of MAPbI3 perovskites, it is possible to use molecular cation design and substitution as a mechanism to enhance the stability and remove this limitation. We here investigate the effect of replacing this cation with other organic cations (HCOHNH2PbI3 (FPbI3), CH3COHNH2PbI3 (AcPbI3), and NH2COHNH2PbI3 (UPbI3)) in order to enhance the performance of the perovskites, while also keeping the band gap energy (Eg) in an appropriate range for solar cell applications. The calculations are performed using the full potential linearized augmented plane wave method, providing lattice parameters and the formation energy of the proposed perovskites. Our results indicate that AcPbI3 perovskite outperforms the other structures in terms of various optical parameters, such as the absorption coefficient, optical conductivity, and reflectance. The optical and electronic band gaps of the AcPbI3 structure and its resonance form (Ac'PbI3) are found to be in agreement with each other, proposing them as optically tunable hybrid perovskites in emerging solar cells. © 2024 Elsevier Ltd
Landrani, A. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Safari, R. ,
Hadi, H. Publication Date: 2024
Scientific Reports (20452322) 14(1)
In this work, we demonstrate that palladium-immobilized triazine dendrimer on magnetic nanoparticles in proper solvents, provides an impressive, atom-economical and compelling approach for the selective synthesis of 2,3-diphenylindole or pentaphenylpyrrole derivatives via annulation of diphenylacetylene with diverse anilines. Both the annulation methods were taken place under copper- and phosphine-free conditions with high yields at air atmosphere. Likewise, bis-indoles were obtained with excellent yields under optimized reaction conditions. Besides, the catalyst was isolated and reused for seven cycles without decrease potential of catalytic activity. Two mechanistic pathways were proposed and geometry optimizations, electronic properties as well as vibrational characterizations of all structures were performed with density functional theory (DFT). Also, the investigation of atomic basin properties of these molecular systems was carried out utilizing the quantum atoms-in-molecules theory (QTAIM). The results showed that 2,3-diphenylindole and pentaphenyl pyrrole molecular systems can be used as intramolecular acceptor/donor (n-like/p-like) sections. © The Author(s) 2024.
Khalili, A. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Notash, B. ,
Sabzyan, H. Publication Date: 2024
Journal of Molecular Liquids (18733166) 397
In this research, a calixarene-based acidic ionic liquid immobilized on Fe3O4 magnetic nanoparticles coated with epoxy-functionalized silica (Calix-AIL-MN) was successfully synthesized and characterized by various spectroscopic and analytical techniques such as FT-IR, VSM, TEM, SEM, EDX, elemental-mapping, TGA, ICP and elemental analysis. This catalytic system showed excellent activity in the selective synthesis of 4-amino-1,3,4-thiadiazolo-2-yl-2H-chromen-2-ones and 6H,7H-chromeno[4,3-d][1,3,4]thiadiazolo[3,2-a]pyrimidines through the one-pot three-component reaction of 4-aminocoumarin, aldehydes, and 2-amino-1,3,4-thiadiazoles under thermal conditions and microwave irradiation, respectively. Short reaction times, high to excellent yields, simple workup, easy recovery and reuse of the catalyst, and solvent-free conditions are the most prominent features of this method, which make it a green and sustainable process for the synthesis of these very important fused heterocycles. © 2024 Elsevier B.V.
Azad, S.S. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2024
Scientific Reports (20452322) 14(1)
Organometal halide perovskite solar cells have reached a high power conversion efficiency of up to 25.8% but suffered from poor long-term stability against environmental factors such as ultraviolet irradiation and humidity of the environment. Herein, two different multifunctional transparent coatings containing AZO and ZnO porous UV light absorbers were employed on the front of the PSCs. This strategy is designed to improve the long-term stability of PSCs against UV irradiation. Moreover, the provided coatings exhibit two additional roles, including self-cleaning and high wear resistance. In this regard, AZO coating showed higher wear resistance compared to the ZnO coating. The photocatalytic self-cleaning properties of these prepared coatings make them stable against environmental pollutants. Furthermore, appropriate mechanical properties such as high hardness and low coefficient of friction that leads to high resistance against wear are other features of these coatings. The devices with AZO/Glass/FTO/meso-TiO2/Perovskite/spiro/Au and ZnO/Glass/FTO/meso-TiO2/Perovskite/spiro/Au configurations maintained 40% and 30% of their initial performance for 100 h during 11 days (9 h per day) against the UV light with the high intensity of 50 mW cm-2 which is due to higher absorption of AZO compared with ZnO in the ultraviolet region. Since AZO has a higher light transmission in the visible region in comparison to ZnO, perovskite cells with AZO protective layers have higher efficiency than perovskite cells with ZnO layers. It is worth noting that the mentioned features make these coatings usable for cover glass in all types of solar cells. © The Author(s) 2024.
Landrani, A. ,
Arabi, M. ,
Rezaei, S. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Mokhtariyan, M. Publication Date: 2024
ACS Applied Bio Materials (25766422) 7(7)pp. 4406-4416
In this research, we utilized an efficient approach to synthesize superparamagnetic graphene oxide (SPGO) rapidly in a one-pot method using microwave irradiation of graphene oxide (GO), urea, and Fe(III) ion. Tannic acid (TA) was introduced to the surface of SPGO through a straightforward and eco-friendly process. Methods were devised to furnish GO nanosheets and modify their surfaces with TA in an environmentally friendly manner. Two series of nanosheets, namely, SPGO/TA-COOH and SPGO/TA-IM, were engineered on the surface and used for immobilizing lipase enzyme. Through various analytical tools, the unique biocatalysts SPGO/TA-COOH/L and SPGO/TA-IM/L were confirmed. These biocatalysts exhibited enhanced stability at high temperatures and pH levels compared with free lipase. They also demonstrated prolonged storage stability and reusability over four months and seven cycles, respectively. Furthermore, the catalytic activity of immobilized lipase showed minimal impairment based on kinetic behavior analysis. The kinetic constants of SPGO/TA-IM/L were determined as Vmax = 0.24 mM min-1, Km = 0.224 mM, and kcat = 0.8 s-1. Additionally, the efficiency of biocatalysts for biodiesel production from palmitic acid was studied, focusing on various reaction parameters, such as temperature, alcohol to palmitic acid molar ratio, water content, and lipase quantity. The esterification reaction of palmitic acid with methanol, ethanol, and isopropanol was tested in the presence of SPGO/TA-COOH/L and SPGO/TA-IM/L, and the corresponding esters were obtained with a yield of 30.6-91.6%. © 2024 American Chemical Society.
Montazeri najafabadi, F. ,
Almosawy, W. ,
Vahid dastjerdi, S. ,
Bahadori, M. ,
Rezaei, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2024
Fuel (00162361) 374
Two new biocatalysts have been synthesized by immobilizing lipase on the magnetic nanoparticles S-decorated dendrimer, through physisorption (TDMNP@CRL) and S–S covalent bonds (TDMNP@tuned CRL) (CRL: Candida rugosa lipase). The Ugi four-component reaction as a promising strategy was used for tuning lipase and decoration of enzyme with SH to form S–S bonds in TDMNP@tuned CRL. The synthesized biocatalysts illustrated better performance in various ranges of temperature and pH compared to free enzyme and storage stability for 60 days. The excellent stability of the synthesized biocatalyst in different conditions and the presence of magnetic nanoparticles in the structure which provides a very convenient strategy for separation have made it a very distinguished candidate for biodiesel production. The effective factors on biodiesel production including temperature, time, the mole ratio of alcohol to oil, w/w of water to oil, and amount of catalyst were explored and under the optimized conditions, the yield of biodiesel production was 78 % in the presence of TDMNP@tuned CRL which confirmed by 1H NMR spectroscopy. Furthermore, the biocatalyst was easily separated by an external magnet and successfully reused four times without loss of its activity. © 2024 Elsevier Ltd
Tavakoli hafshejani, M. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2024
International Journal of Hydrogen Energy (03603199) 59pp. 82-88
The exceptional optical properties and good temperature stability of inorganic halide perovskites make them appealing materials for photoelectrochemical water splitting. However, their instability towards water molecules is a serious challenge. Our solution to this issue is to use waste carbon-based toner from cartridge printers to protect CsPbBr3-based photoanodes in aqueous electrolytes in an environmentally friendly, cost-effective, and efficient way. Waste carbon toner: graphite (WCTG) protective layer is a novel approach that we present here to recycle these environmentally harmful pollutants. Through adjustment of WCTG ratios, we discovered that the CsPbBr3 photoanodes' photocurrent densities for water oxidation achieved 3.6 and 4.6 mA cm−2 at 1.23 vs reversible hydrogen electrode at pH 7 and pH 12, respectively. After 5 h, the most stable electrodes still maintained their photocurrent density, a critical step towards the circular economy of waste toners and the use of inorganic halide perovskites for solar water splitting. © 2024
Asadi, V. ,
Marandi, A. ,
Kardanpour, R. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Mirzaei, R. Publication Date: 2023
ACS Omega (24701343) 8(20)pp. 17809-17818
There is a growing concern that the increasing concentration of CO2 in the atmosphere contributes to a potential negative impact on global climate change. To deal with this problem, developing a set of innovative, practical technologies is essential. In the present study, maximizing the CO2 utilization and precipitation as CaCO3 was evaluated. In this manner, bovine carbonic anhydrase (BCA) was embedded into the microporous zeolite imidazolate framework, ZIF-8, via physical absorption and encapsulation. Running as crystal seeds, these nanocomposites (enzyme-embedded MOFs) were in situ grown on the cross-linked electrospun polyvinyl alcohol (CPVA). The prepared composites displayed much higher stability against denaturants, high temperatures, and acidic media than free BCA, and BCA immobilized into or on ZIF-8. During 37 days of storage period study, BCA@ZIF-8/CPVA and BCA/ZIF-8/CPVA maintained more than 99 and 75% of their initial activity, respectively. The composition of BCA@ZIF-8 and BCA/ZIF-8 with CPVA improved stability for consecutive usage in recovery reactions, recycling easiness, and greater control over the catalytic process. The amounts of calcium carbonate obtained by one mg each of fresh BCA@ZIF-8/CPVA and BCA/ZIF-8/CPVA were 55.45 and 49.15 mg, respectively. The precipitated calcium carbonate by BCA@ZIF-8/CPVA reached 64.8% of the initial run, while this amount was 43.6% for BCA/ZIF-8/CPVA after eight cycles. These results indicated that the BCA@ZIF-8/CPVA and BCA/ZIF-8/CPVA fibers could be efficiently applied to CO2 sequestration. © 2023 The Authors. Published by American Chemical Society.
Korbekandi, M.M. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Omidvar, A. ,
Notash, B. Publication Date: 2023
ACS Omega (24701343) 8(18)pp. 15883-15895
The current study deals with the synthesis and characterization of a novel catalyst made from diphenhydramine hydrochloride and CuCl ([HDPH]Cl-CuCl). The prepared catalyst was thoroughly characterized using various techniques, such as 1H NMR, Fourier transform-infrared spectroscopy, differential scanning calorimetry, and thermogravimetric analysis and derivative thermogravimetry. More importantly, the observed hydrogen bond between the components was proven experimentally. The activity of this catalyst was checked in the preparation of some new derivatives of tetrahydrocinnolin-5(1H)-ones via a multicomponent reaction between dimedone, aromatic aldehydes, and aryl/alkyl hydrazines in ethanol as a green solvent. Also, for the first time, this new homogeneous catalytic system was effectively used for the preparation of unsymmetric tetrahydrocinnolin-5(1H)-one derivatives as well as mono- and bis-tetrahydrocinnolin-5(1H)-ones from two different aryl aldehydes and dialdehydes, respectively. The effectiveness of this catalyst was further confirmed by the preparation of compounds containing both tetrahydrocinnolin-5(1H)-one and benzimidazole moieties from dialdehydes. The one-pot operation, mild conditions, rapid reaction, and high atom economy, along with the recyclability and reusability of the catalyst, are other notable features of this approach. © 2023 The Authors. Published by American Chemical Society.
Aghaei, F. ,
Tangestaninejad, S. ,
Bahadori, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khalaji, M. ,
Asadi, V. Publication Date: 2023
Journal of Colloid and Interface Science (10957103) 648pp. 78-89
Two novel MOF- ethyl cellulose (EC)- based nanocomposites have been designed and synthesized in water by electrospinning and applied for adsorption of congo red (CR) in water. Nano- Zeolitic Imidazolate Framework-67 (ZIF-67), and Materials of Institute Lavoisier (MIL-88A) were synthesized in aqueous solutions by a green method. To enhance the dye adsorption capacity and stability of MOFs, they have been incorporated into EC nanofiber to prepare composite adsorbents. The performance of both composites in the absorption of CR, a common pollutant in some industrial wastewaters, has then been investigated. Various parameters including initial dye concentration, the dosage of the adsorbent, pH, temperature and contact time were optimized. The results indicated 99.8 and 90.9% adsorption of CR by EC/ZIF-67 and EC/MIL-88A, respectively at pH = 7 and temperature at 25 °C after 50 min. Furthermore, the synthesized composites were separated conveniently and successfully reused five times without significant loss of their adsorption activity. For both composites, the adsorption behavior can be explained by pseudo-second-order kinetics, Intraparticular diffiusion and Elovich models demonstrated that the experimental data well matched to the pseudo-second-order kinetics. Intraparticular diffiusion model showed that the adsorption of CR on EC/ZIF-67 and EC/MIL-88a took place in one and two steps, respectively. Freundlich isotherm models and thermodynamic analysis indicated exothermic and spontaneous adsorption. © 2023 Elsevier Inc.
Asghari, S. ,
Mohammadpoor baltork, I. ,
Sabzyan, H. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Rastegari, F. Publication Date: 2023
Applied Materials Today (23529415) 35
Compared to the traditionally made imine-linked covalent organic frameworks (COFs), amine-linked COFs provided by in-situ reduction of the linkages represent significant potential for advanced applications, including catalysis and sensing. The current paper deals with preparing a partially reduced COF with secondary amine groups (IR-COF) via in-situ reduction of imine linkages as a dual-functional material adopted for heterogeneous catalysis and acid-sensing. This COF was synthesized using formic acid as a reductant and catalyst in a solvothermal reaction between 2,4,6-tris-(4-formyl-phenoxy)-1,3,5-triazine and p-phenylenediamine. The IR-COF was used as a basic organocatalyst for the efficient synthesis of tetrahydro-4H-chromenes through the Knoevenagel-Michael cyclocondensation. Excellent yields, short reaction times, easy workup, absence of toxic organic solvents, easy recovery, and reusability of the catalyst are outstanding aspects of this catalytic method, making it convenient and useful for fine chemical synthesis. Moreover, the immediate naked-eye color change of IR-COF upon exposure to the hydrochloric acid by protonating the secondary amine groups was investigated. The (time-dependent) density functional theory (TD)DFT PBE/DNP+ method was used to investigate the mechanism of color change during the sensing. The appearance of a new absorption band at higher wavelengths upon protonation is proved to be due to intermolecular or interlayer electron transitions. © 2023 Elsevier Ltd
Keshavarzi, R. ,
Mousavian, M. ,
Omrani, M. ,
Mirkhani, V. ,
Afzali, N. ,
Mesa, C.A. ,
Mohammadpoor baltork, I. ,
Gimenez, S. Publication Date: 2023
Surfaces and Interfaces (24680230) 38
Photoelectrochemical (PEC) water splitting stands out as one of the most promising technologies to store solar energy into chemical bonds and decarbonize industry and transport. In the present study, we develop heterostructured BiVO4/WO3 and TiO2/PANi photoanodes for water oxidation, aiming at maximizing their spectral activity and their light harvesting efficiency, rationalized by a detailed optical modeling of the PEC cell. Furthermore, we implement tandem and parallel dual-photoelectrode configurations to enhance the collection efficiency. Photocurrents of 1.68 and 2.29 mA/cm2 at 1.23 V vs RHE were obtained for tandem and parallel configurations, respectively, demonstrating an enhancement factor 4–6 for Tandem and Parallel cells. © 2023 Elsevier B.V.
Lalpour, N. ,
Mirkhani, V. ,
Keshavarzi, R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Gao, P. Publication Date: 2023
Scientific Reports (20452322) 13(1)
Inorganic hole-transport materials (HTMs) such as copper indium disulfide (CIS) have been applied in perovskite solar cells (PSCs) to improve the poor stability of the conventional Spiro-based PSCs. However, CIS-PSCs' main drawback is their lower efficiency than Spiro-PSCs. In this work, copolymer-templated TiO2 (CT-TiO2) structures have been used as an electron transfer layer (ETL) to improve the photocurrent density and efficiency of CIS-PSCs. Compared to the conventional random porous TiO2 ETLs, copolymer-templated TiO2 ETLs with a lower refractive index improve the transmittance of input light into the cell and therefore enhance the photovoltaic performance. Interestingly, a large number of surface hydroxyl groups on the CT-TiO2 induce a self-healing effect in perovskite. Thus, they provide superior stability in CIS-PSC. The fabricated CIS-PSC presents a conversion efficiency of 11.08% (Jsc = 23.35 mA/cm2, Voc = 0.995, and FF = 0.477) with a device area of 0.09 cm2 under 100 mW/cm2. Moreover, these unsealed CIS-PSCs retained 100% of their performance after aging tests for 90 days under ambient conditions and even increased from 11.08 to 11.27 over time due to self-healing properties. © 2023, The Author(s).
Nori, Z.Z. ,
Bahadori, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Jafari, S.S. ,
Emamzadeh, R. ,
Alem, H. Publication Date: 2023
Journal of Drug Delivery Science and Technology (17732247) 81
A unique multi-functional magnetic nanocarrier containing thiol groups was designed and applied in drug delivery, hyperthermia and as a contrast agent in MRI. The polymeric nanoparticles were prepared by modification of Fe3-δO4@Au magnetic nanoparticles with a thiol-ended dendrimer. This platform introduces suitable carriers through the grafting of thiol-ended dendrimer for the further binding of an anticancer drug as 6-mercaptopurine (6-MP). The drug is released when exposed to the reductive environmental conditions of cancer cells. Cytotoxicity of the MNP-CC2-6-MP with human breast cancer cell line MCF-7 was examined. Also, the MNP, MNP@Au, and MNP-CC2 nanomaterials were used as magnetic hyperthermia tools and as a contrast agent in MRI and the results were compared with each other. The effect of RF hyperthermia and the released drug in cancer cells were simultaneously investigated as well and confirmed the therapeutic efficiency of those new composite nanomaterials. This magneto dendrimer with multimodal cancer therapy can be selected as an ideal source for biomedicine study. © 2023
Karimian, E. ,
Marandi, A. ,
Kardanpour, R. ,
Rafiei, S. ,
Amirghofran, Z. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2023
RSC Advances (20462069) 13(50)pp. 35639-35647
In this study, a lactose fatty acid ester was enzymatically synthesised using immobilized Candida rugosa lipase (CRL). Its anticancer property against K562 leukemia and HeLa cancer cells was carefully investigated. In the first step, a de novo strategy was applied to encapsulate CRL into a microporous zeolite imidazolate framework called ZIF-8. Various characterization techniques including powder X-ray diffraction, Fourier transform infrared spectroscopy, N2 adsorption-desorption, field-emission scanning electron microscopy and thermogravimetric analysis were used to prove the successful encapsulation of CRL molecules during the formation of ZIF-8 crystals with an enzyme loading of 98% of initial CRL. The effect of various factors such as pH and temperature, affecting the enzymatic activity and reusability of the CRL@ZIF-8 composite were assessed against the free enzyme. Additionally, enzyme catalysis parameters, such as Km and Vmax, were also assessed. The obtained biocatalyst showed excellent activity in a wide pH range of 2-9 and a temperature range of 30-60 °C. According to the experimental results, the CRL@ZIF-8 composite maintained about 63% of its initial activity after 6 cycles of use. In the next step, the synthesized catalyst was applied for the synthesis of lactose caprate via enzymatic esterification of lactose with capric acid. Further experiments were performed to obtain the cytotoxicity profile of the new derivative. The growth inhibitory effect of the produced lactose caprate on K562 leukemia and HeLa cancer cells determined by the MTT (3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide) assay showed its potential anticancer effects against both cell lines (IC50, 49.6 and 57.2 μg mL−1). Our results indicate that lactose caprate might be a promising candidate for further studies on K562 leukemia and HeLa cancer cells owing to its possible therapeutic usefulness. © 2023 The Royal Society of Chemistry.
Zadeh, F.G. ,
Asadi, B. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Omidvar, A. Publication Date: 2023
RSC Advances (20462069) 13(44)pp. 31213-31223
Aminopropyl-1,3,5-triazine-2,4-diphosphonium tetrachloroferrate immobilized on halloysite nanotubes [(APTDP)(FeCl4)2@HNT] was prepared and fully characterized using different techniques such as FT-IR, thermogravimetric analysis (TGA), SEM/EDX, elemental mapping, TEM, ICP-OES, and elemental analysis (EA). This nanocatalyst was found to be highly effective for synthesis of various benzothiazole derivatives in excellent yields under solvent-free conditions. Furthermore, bis- and tris-benzothiazoles were smoothly synthesized from dinitrile and trinitrile in the presence of this catalytic system. High yields and purity, easy work up procedure, high catalytic activity (high TON and TOF) and easy recovery and reusability of the catalyst make this method a useful and important addition to the present methodologies for preparation of these vital heterocyclic compounds. © 2023 The Royal Society of Chemistry.
Karimi, F. ,
Tighsazzadeh, B. ,
Asadi, B. ,
Mohammadpoor baltork, I. ,
Layeghi, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Moghadam, M. Publication Date: 2022
RSC Advances (20462069) 12(34)pp. 22180-22187
An efficient and reusable catalyst, which is 3-(propylthio)propane-1-sulfonic acid immobillized on functionalized magnetic nanoparticles [PTPSA@SiO2-Fe3O4], has been synthesized. For the first time, it is highlighted under solvent-free conditions for the catalytic activity in multicomponent synthesis of dihydrotetrazolo[1,5-a]pyrimidines, dihydrotetrazolo[1,5-a]pyrimidine-6-carboxylates and tetrahydrotetrazolo[5,1-b]quinazolinones. The structure of the catalyst was well confirmed by characterization techniques, such as FT-IR, TGA, SEM-EDX, elemental mapping, TEM, VSM and elemental analysis. Besides, this unique catalyst was found to be effectual up to six cycles, which made it spotlighted. Recyclability of catalyst, excellent yield of the products, short reaction time and clean reaction profile are the advantages of the present protocol. © 2022 The Royal Society of Chemistry.
Publication Date: 2022
Journal Of The Iranian Chemical Society (1735207X) 19(8)pp. 3371-3376
The selective olefination of a variety of aromatic aldehydes with the use of ethyl diazoacetate catalyzed by heterogeneous copper(II) complex of 3,5-bis(2–benzothiazolyl)pyridine, [Cu(II)(BTP)(OTf)2], immobilized on silica nanoparticles and chloromethylated polystyrene, [Cu(II)(BTP)(OTf)2]@TMSP-nSiO2, [Cu(II)(BTP)(OTf)2]@CMP, in the presence of triphenylphosphine. These reactions were done in excellent yields (> 85%), with remarkable selectivity for the E-isomer, time of reaction is short, and condition of reaction is mild. The mechanism of olefination was investigated, and the possible pathway is discussed. In this manner, the catalytic activity of the heterogeneous catalyst was investigated, and results showed that we could use this catalyst numerous times, and catalytic activity did not decrease. Graphical abstract: [Figure not available: see fulltext.] © 2022, Iranian Chemical Society.
Publication Date: 2022
Science (10959203) 377(6604)pp. 379-379
Takbiri, S. ,
Zarea-mehrjardi, M. ,
Moghadam, M. ,
Tangestanejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2022
Journal Of The Iranian Chemical Society (1735207X) 19(8)pp. 3597-3609
In this research, multi-walled carbon nanotubes containing carboxylic acid groups were utilized as support and modified with 1,4-diamminobenzene, 4-aminophenol and 4-aminopyridine, and the Ru(salophen)Cl complex was attached to these supports via axial coordination. These catalysts were characterized by different techniques such as elemental analysis, UV–vis, FT-IR and SEM. Then, these heterogeneous catalysts were used for epoxidation of alkenes under magnetic stirring and under ultrasonic irradiation conditions. The effect of various oxygen donors such as sodium periodate, hydrogen peroxide, tert-butyl hydroperoxide, tetrabutylammonium periodate and sodium hypochlorite and also the effect of different solvents such as acetonitrile, acetone, methanol, ethanol, chloroform and dichloromethane on the product yield were investigated. The results showed that these heterogeneous catalysts are efficient and reusable in the epoxidation reactions. © 2022, Iranian Chemical Society.
Aghamolaei, M. ,
Landrani, A. ,
Bahadori, M. ,
Nori, Z.Z. ,
Rezaei, S. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2022
RSC Advances (20462069) 12(10)pp. 5971-5977
The self-assembly approach was used for amine decoration of core/shell Fe3O4@Au with 4- aminothiophenol. This structure was used for covalent immobilization of lipase using a Ugi 4- component reaction. The amine group on the structure and carboxylic group from lipase can react in the Ugi reaction and a firm and stable covalent bond is created between enzyme and support. The synthesized structure was fully characterized and its activity was explored in different situations. The results showed the pH and temperature stability of immobilized lipase compared to free lipase in a wide range of pH and temperature. Also after 60 days, it showed excellent activity while residual activity for the free enzyme was only 10%. The synthesized structure was conveniently separated using an external magnetic field and reused 6 times without losing the activity of the immobilized enzyme. © 2022 The Author(s).
Jamshidvand, A. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Afzali, N. ,
Nematollahi, J. ,
Amini, M. Publication Date: 2021
Journal of Materials Science: Materials in Electronics (09574522) 32(7)pp. 9345-9356
In this paper, a new sensitizer, Ru(4,4′-dicarboxy(phenylethenyl)-2,2′-bipyridine) (4,4′-bis(2-(4-tert-butyloxyphenyl) ethenyl)-2,2′–bipyridine) (NCS)2 with high absorbance coefficient denoting AJ-01, is introduced and its application in dye-sensitized solar cells (DSSCs) is investigated. The synthesized dye was characterized via various analytical methods, such as 1HNMR, 13CNMR, and UV–vis spectroscopic methods, and finally, it was utilized as a visible-light sensitizer in DSSCs. The AJ-01 photovoltaic performances were compared with that of N-719 as a commonly used sensitizer and were evaluated under similar conditions. UV–Vis absorption spectra for the AJ-01 sensitizer were also showed that the molar extinction coefficients much higher than the N-719 sensitizer at the peak wavelengths of the new sensitizer. Furthermore, Ab initio calculations were used to clarify the electronic properties and the role of the anchoring ligands at the rate of electron transfer to TiO2. The photovoltaic parameters of the AJ-01 sensitizer cell show an open-circuit voltage (Voc) of 0.764 V, short-circuit current density (Jsc) of 20.11 mA cm−2 and fill factor (F.F.) of 0.55, and a power conversion efficiency of 8.4%. © 2021, The Author(s), under exclusive licence to Springer Science+Business Media, LLC, part of Springer Nature.
Publication Date: 2021
Heterocycles (03855414) 102(9)
In this work, the synthesis of a Ru(II) complex derived from 4'-functionalized-2,2':6',2''-terpyridine ligand was described and the its spectral property of this complex was investigated. We synthesized this ligand and used that for the synthesis of Ru(II) complex. Ligand and complex were characterized by UV-vis, FT-IR, ESI-MS, CHN analysis and NMR methods. After synthesis and characterization of this complex, we investigated the application of this complex as a photosensitizer in manufacturing of dye-sensitized solar cells. A sandwich cell was prepared using the dye anchored TiO2 film as a working electrode and a second conducting glass coated with chemically deposited platinum as a counter electrode. The application of this complex in a dye-sensitized nanocrystalline TiO2 solar cell has demonstrated a short-circuit current density of 12.84 mA, with an open circuit potential of 0.69 V. The total efficiency of this dye-sensitized solar cell with this complex was 4.97%. © 2021 The Japan Institute of Heterocyclic Chemistry.
Sadegh, F. ,
Akin, S. ,
Moghadam, M. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Ruiz-preciado, M.A. ,
Akman, E. ,
Zhang, H. ,
Amini, M. ,
Tangestaninejad, S. Publication Date: 2021
Advanced Functional Materials (1616301X) 31(33)
Despite the outstanding role of mesoscopic structures on the efficiency and stability of perovskite solar cells (PSCs) in the regular (n–i–p) architecture, mesoscopic PSCs in inverted (p–i–n) architecture have rarely been reported. Herein, an efficient and stable mesoscopic NiOx (mp-NiOx) scaffold formed via a simple and low-cost triblock copolymer template-assisted strategy is employed, and this mp-NiOx film is utilized as a hole transport layer (HTL) in PSCs, for the first time. Promisingly, this approach allows the fabrication of homogenous, crack-free, and robust 150 nm thick mp-NiOx HTLs through a facile chemical approach. Such a high-quality templated mp-NiOx structure promotes the growth of the perovskite film yielding better surface coverage and enlarged grains. These desired structural and morphological features effectively translate into improved charge extraction, accelerated charge transportation, and suppressed trap-assisted recombination. Ultimately, a considerable efficiency of 20.2% is achieved with negligible hysteresis which is among the highest efficiencies for mp-NiOx based inverted PSCs so far. Moreover, mesoscopic devices indicate higher long-term stability under ambient conditions compared to planar devices. Overall, these results may set new benchmarks in terms of performance for mesoscopic inverted PSCs employing templated mp-NiOx films as highly efficient, stable, and easy fabricated HTLs. © 2021 The Authors. Advanced Functional Materials published by Wiley-VCH GmbH.
Golabi, P. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Abrams, N.M. Publication Date: 2021
Journal of Power Sources (03787753) 512
Improving light-harvesting conversion efficiency (η) is a major step towards commercializing perovskite solar cells (PSCs). Inverse opals prepared from TiO2 show enhanced light absorption, and improved efficiency, due to increased light scattering. Besides improving efficiency, the cells are colorful and aesthetically pleasing for use in practical applications. In this study, three-dimensional (3D) highly-porous inverse opals were fabricated for use in PSCs. The light-harvesting efficiency (LHE%) and the photovoltaic performance of these colorful ordered structures were studied for the first time. Moreover, two different architectures are presented by integrating a mesoporous TiO2 (mp-TiO2) layer with an optically active two-dimensional TiO2 film. Herein, we report the highest known power conversion efficiency for bilayer TiO2/PSCs compared to standard mesoporous TiO2 films. The data indicate improved incident photon to current conversion efficiency values due to enhanced quantum efficiency in the red range of the electromagnetic spectrum. Other approaches relating to the characteristics of optical properties and photovoltaic performances of different geometries of PSCs are discussed. © 2021 Elsevier B.V.
Mortazavi, N. ,
Bahadori, M. ,
Marandi, A. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2021
Sustainable Chemistry and Pharmacy (23525541) 22
The modification of clinoptilolite as a natural zeolite via a simple route was carried out for CO2 adsorption. Cation exchange with Li+, Mg2+, and Ca2+, amine modification using monoethanolamine (MEA), triethanolamine (TEA) and hexyl amine, and ionic liquid modification using [bmim]X (X = PF6⁻, NO3⁻, Br⁻, Cl⁻, and bmim = 1-Butyl-3-methylimidazolium) were performed in a different amount of the modifiers. The samples were characterized by several methods (XRD, FT-IR, BET, and SEM), and adsorbed CO2 was evaluated utilizing adsorption isotherm at a wide range of pressure. The results showed enhancement in CO2 adsorption capacity for all the samples and 4.18, 3.58, and 4.35 times increase in CO2 adsorption were obtained where clinoptilolite/Li+, clinoptilolite/2% MEA and clinoptilolite/5% [bmim]PF6 were used as adsorbent at 4 bar pressure of CO2, respectively. © 2021
Afzali, N. ,
Keshavarzi, R. ,
Tangestaninejad, S. ,
Gimenez, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. Publication Date: 2021
Applied Materials Today (23529415) 24
Metal-Organic Frameworks (MOFs) are a group of compounds with high porosity and diverse capabilities in photoelectrochemistry. The use of these compounds as photocatalysts and photoelectrodes is still a strong challenge due to bulk and surface recombination issues. To solve this problem, we applied a dual strategy to simultaneously enhance charge separation and catalytic activity in MIL-125-NH2 and UIO-66-NH2 MOF photocatalysts. Mesoporous TiO2 was used as electron-selective contact on the MOF surface (MOF/TiO2) to minimize bulk recombination. On the other hand, to increase the MOF catalytic activity for water oxidation, a well-matched Co3(PO4)2 (CoPi) co-catalyst (CoPi/MOF/TiO2) was used. The obtained results showed that CoPi and TiO2 were introduced in the MOF structure. The (CoPi/MOF/TiO2) photoelectrodes showed a photocurrent density 26 times higher compared to the reference MOF at 1.23 V vs. RHE for PEC water oxidation of artificial seawater, validating the developed strategy for further photocatalytic and photoelectrochemical applications. © 2021
Kargar, H. ,
Behjatmanesh-ardakani, R. ,
Torabi, V. ,
Sarvian, A. ,
Kazemi, Z. ,
Chavoshpour-natanzi, Z. ,
Mirkhani, V. ,
Sahraei, A. ,
Tahir, M.N. ,
Ashfaq, M. Publication Date: 2021
Inorganica Chimica Acta (18733255) 514
Eight novel complexes, including: [Cu(L1)2]: C1, [Cu(L2)2]: C2, [Cu(L3)2]: C3, [Cu(L4)2]: C4, [Zn(L1)2]: Z1, [Zn (L2)2]: Z2, [Zn (L3)2]: Z3, and [Zn (L4)2]: Z4, with four bidentate N,O-donor halogenated bis-Schiff base ligands (HL1: 4-Bromo-2-[(4-fluorophenylimino) methyl]phenol; HL2: 4-Bromo-2-[(4-chlorophenylimino)methyl]phenol; HL3: 4-Bromo-2-[(4-bromophenylimino) methyl]phenol; HL4: 4-Bromo-2-[(4- iodophenylimino)methyl]phenol) were synthesized and their structures were proved by SC-XRD, FT-IR, UV-Vis, and 1H NMR spectroscopic techniques. The single crystal X-ray diffraction analysis reveals that a distorted tetrahedral geometry is formed in zinc complex whereas a slightly distorted square planar geometry is formed in both copper(II) complexes of C3 and C4. Theoretical calculations of the complexes were carried out via DFT as well as TD-DFT using B3LYP method employing the Def2-TZVP basis set, where the calculation results are in accordance with the experimental results. NBO analysis has been used to elucidate charge transfer information of the Z1, C3 and C4 complexes. Moreover, interaction of ligands and complexes with FS-DNA was assessed using UV-Vis spectroscopy as well as molecular docking. The experimental and theoretical results reveal that the DNA-binding affinity of as-prepared complexes increases with decreasing in electronegativity of substituted halogen atom. © 2020 Elsevier B.V.
Mirzaei, R. ,
Bahadori, M. ,
Kardanpour, R. ,
Rafiei, S. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Mirazimi, S.E. Publication Date: 2021
Dalton Transactions (14779226) 50(30)pp. 10567-10579
Environmental concerns, particularly global warming, represent serious threats to public health globally. Metal-organic frameworks (MOFs) are innovative materials with prominent features such as ultrahigh surface area, high porosity and tunable cavities, which make them unique materials both in adsorption of carbon dioxide and catalysis. The design of new nanocomposites by using metal-organic frameworks as building materials has received broad attention recently. Here, nanocrystals of two unique MOF structures (UiO-66 and ZIF-67) were incorporated into electrospun polyvinyl alcohol (PVA) and polystyrene (PS) fibers (noted as MOFibers) by anex situmethod, to transform non-toxic, abundant, economical and renewable CO2gas to cyclic carbonates in a solvent-free medium. In order to improve the composites’ performance, different electrospinning parameters, including applied voltage, flow rate, collection distance, PVA and PS weight fraction in solution, and MOF weight fraction relative to the polymer, were intensively investigated. The synthesized samples were characterized by multiple techniques, such as FTIR, XRD, SEM, UV-vis and TGA, as well as N2and CO2adsorption measurement. It was found that all of the composites show properties combining the advantages of MOFs and polymers, such as thermal, chemical, and mechanical stability, structural flexibility, lightweight, adsorption performance and catalytic properties. Additionally, all systems were environment-friendly and the PVA/MOF fibers were easily separated and recycled for consecutive cycles. © The Royal Society of Chemistry 2021.
Kargar, H. ,
Behjatmanesh-ardakani, R. ,
Torabi, V. ,
Kashani, M. ,
Chavoshpour-natanzi, Z. ,
Kazemi, Z. ,
Mirkhani, V. ,
Sahraei, A. ,
Tahir, M.N. ,
Ashfaq, M. Publication Date: 2021
Polyhedron (02775387) 195
A novel series of transition metal complexes of Cu(II) and Zn(II), including: [Cu(L1)2]: C1, [Cu(L2)2]: C2, [Cu(L3)2]: C3, [Cu(L4)2]: C4, [Zn(L1)2]: Z1, [Zn (L2)2]: Z2, [Zn (L3)2]: Z3, and [Zn (L4)2]: Z4, with four halogenated bis-N,O-bidentate Schiff base ligands (HL1: 2-ethoxy-6-[(4-fluorophenyl)iminomethyl]phenol; HL2: 2-ethoxy-6-[(4-chlorophenylimino)methyl]phenol; HL3: 2-ethoxy-6-[(4-bromophenyl)iminomethyl]phenol; HL4: 2-ethoxy-6-[(4-iodophenylimino)methyl]phenol have been synthesized and characterized by elemental analyses, FT-IR, UV–Vis and 1H NMR spectroscopic techniques. Furthermore, the crystal structures of HL2, HL4, Z1 and Z2 were determined by single crystal X-ray analysis. These bidentate ligands coordinated to the metal(II) ions through the deprotonated phenolic oxygens and the azomethine nitrogens. The X-ray diffraction analysis revealed that Z1 and Z2 adapted distorted tetrahedral geometries. Theoretical calculation of the synthesized compounds, carried out by DFT as well as TD-DFT using B3LYP method with employing the Def2-TZVP basis set, indicated that the calculated results are in accordance with the experimental findings. NBO analysis has been used to elucidate charge transfer information of the HL2, HL4, Z1 and Z2. Moreover, binding ability of the Schiff base ligands and their metal complexes with FS-DNA was studied by spectroscopic and computational methods. The results of both methods showed that the ligands bound in minor grooves of DNA. The oxygen of the ethoxy group has played an important role in DNA binding investigations. © 2020 Elsevier Ltd
Samadani, M. ,
Asadi, B. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Moghadam, M. Publication Date: 2021
RSC Advances (20462069) 11(20)pp. 11976-11983
1,1′-(6-(Propyl amino)-1,3,5-triazine-2,4-diyl)bis(pyridinium) hydrogen sulfate immobillized on halloysite nanotubes [(PATDBP)(HSO4)2@HNT] as a solid acid nanocatalyst was successfully synthesized and characterized by various analysis techniques such as FT-IR, TGA, SEM/EDX, elemental mapping, TEM and elemental analysis. This catalyst was found to be highly efficient for the convenient synthesis of naphthopyranopyrimidine derivatives through a one-pot three-component reaction of β-naphthol, aldehydes andN,N-dimethylbarbituric acid in excellent yields under solvent-free conditions. Furthermore, the catalyst could be recovered and reused five times without any notable loss of its activity. © The Royal Society of Chemistry 2021.
Ataee-kachouei, T. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Notash, B. Publication Date: 2020
Applied Organometallic Chemistry (02682605) 34(11)
In this study, a new and stable Ce(IV) immobilized on halloysite nanotube–functionalized dendrimer was designed, synthesized, and characterized using Fourier-transform infrared, elemental analysis, thermogravimetric analysis, field emission scanning electron microscopy, scanning electron microscopy–energy dispersive X-ray spectroscopy, transmission electron microscopy, dynamic light scattering, Brunauer–Emmett–Teller, and inductively coupled plasma optical emission spectroscopy techniques. This catalyst was efficiently used for the one-pot, single-step multicomponent synthesis of pyrido[3,2-c]coumarins from 4-aminocoumarin, aldehydes, and aryl ketones. The efficiency and selectivity of this catalytic system were also evaluated for the synthesis of pyrido[3,2-c]coumarins from terminal/internal alkynes instead of aryl ketones. In this respect, the regioselectivity of the products was successfully assigned by X-ray crystallographic analysis. All these reactions were best performed under solvent-free conditions in the presence of only 0.28 mol% of the catalyst, and such a one-pot multicomponent synthesis of pyrido[3,2-c]coumarins is reported for the first time. It is also worth noting that single-step and short reaction path for the synthesis of a variety of pyrido[3,2-c]coumarins along with excellent reusability of this dendritic catalyst makes this method economically and environmentally attractive. © 2020 John Wiley & Sons, Ltd.
Publication Date: 2020
Journal Of Chemical Sciences (09743626) 132(1)
In the published article, one of the author names was spelled incorrectly. © 2020, Indian Academy of Sciences.
Publication Date: 2020
Journal Of Chemical Sciences (09743626) 132(1)
Abstract: The synthesis of new porphyrin complexes that can absorb light in a broad range of the spectrum is very important for getting a high efficiency in dye-sensitized solar cells. The primary reason for using these complexes is good photophysical characteristic like good absorption and high quantum efficiency. Most of the metal porphyrin shows good photophysical characteristics with changing their ligands. In this work, the synthesis of a new Zn-porphyrin complex, that has a good spectral and electrochemical characteristic, is reported. Then, this complex is used as a dye in dye-sensitized solar cells, using titanium dioxide as a semiconductor. The application of this complex in a dye-sensitized nanocrystalline TiO2 solar cell has indicated a short circuit density of 11.60 mA, an open circuit potential of 0.65 V with an overall efficiency of 5.33%. The overall conversion efficiency of this system is due to the efficient electron injection into the conduction band during light absorption. Graphic abstract: In this work, the synthesis of a new Zn-porphyrin complex, together with its spectral and electrochemical properties, is described. The application of this complex in a dye-sensitized nanocrystalline TiO2 solar cell indicated a short circuit density of 11.60 mA, an open circuit potential of 0.65V with an overall efficiency of 5.33%.[Figure not available: see fulltext.] © 2020, Indian Academy of Sciences.
Rezaei, S. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2020
ACS Applied Bio Materials (25766422) 3(12)pp. 8414-8426
To expand the field of nanomaterial and engineering of enzyme in eco-friendly processes, gold mesoflower (Au-MF) nanostructure was applied for preparation of three series of immobilized lipase (Au-MF/SAM 1-3) through biofunctionalization of surface by Ugi multicomponent reaction. The synthesized Au-MF/SAM 1-3/lipase as unique biocatalysts was confirmed by different analytical tools and techniques. Compared to the free lipase, the Au-MF/SAM 1-3/lipase showed more stability at high temperature and pH. Also, these biocatalysts showed high storage stability and reusability after 2 months and eight cycles, respectively. Moreover, the kinetic behavior was investigated and the results showed a minimal impairment of catalytic activity of immobilized lipase. The kinetic constants of the immobilized lipase, Au-MF/SAM 2/lipase, are Km = 0.37 mM, Vmax = 0.22 mM min-1, and kcat = 154 min-1. The immobilized lipase showed smaller activation energy (Ea) than that of free enzyme, indicating that the immobilized enzyme is less sensitive to temperature. In the following, the biodiesel production from palmitic acid was studied in the presence of Au-MF/SAM 2/lipase as an efficient biocatalyst. The influence of different reaction parameters such as temperature, molar ratio of alcohol to palmitic acid, water content, and lipase amount was deeply investigated. ©
Afzali, N. ,
Tangestaninejad, S. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Nematollahi, J. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Reimer, M. ,
Olthof, S. ,
Klein, A. Publication Date: 2020
ACS Sustainable Chemistry and Engineering (21680485) 8(50)pp. 18366-18376
The Ti-based metal-organic framework (MOF) MIL-125-NH2 is one of the promising materials for solar water splitting because it contains a sensitizer and a catalytic center in a single structure. MIL-125-NH2 as many other MOFs has a microporous structure with pore diameters less than 2 nm. Compared with common MOFs, hierarchical mesoporous materials exhibit very large specific surface areas that facilitate diffusion of active species, accelerate subsequent surface reactions, and increase the bubble release rate by providing larger free spaces. Thus, the development of a facile method to create hierarchical porous MOFs with larger pore sizes remains a chemical challenge. Furthermore, MOF-type semiconducting materials usually have low activities in oxygen evolution reaction, and the presence of a suitable cocatalyst is needed to reduce the large O2 overpotential. This study attempted to generate a hierarchical MIL-125-NH2 MOF material with embedded RuO2 nanoparticles as a highly efficient cocatalyst in a simple one-step process for use in efficient solar water oxidation. Different amounts of RuCl3H2O precursor salt were used simultaneously for creating hierarchical porosity in MIL-125-NH2 and for producing the assumed RuO2 cocatalyst. For comparison, a hydrochloric acid treatment was applied to generate hierarchical porosity in the MOF in the absence of ruthenium. The samples were characterized using high-resolution transmission electron microscopy (HRTEM), Brunauer-Emmett-Teller adsorption, powder X-ray diffraction, field emission scanning electron microscopy, and X-ray photoelectron spectroscopy. HRTEM gave evidence that in the ruthenium oxide-containing MIL-125-NH2 samples, tetragonal RuO2 nanoparticles are present. The materials were applied as photoelectrodes, and photoelectrochemical (PEC) water oxidation performance under visible light illumination was studied. The PEC water oxidation performance of the MIL-125-NH2 layer could be strikingly improved with a photocurrent density of about 10 times more than that of the pure MOF at 1.23 V versus reversible hydrogen electrode in artificial seawater, as a result of the hierarchical MOF structure and the presence of RuO2 as a cocatalyst. Furthermore, density functional theory calculations were performed to shed light on the electronic properties and the role of the RuO2 in the assumed hole transport. ©
Sadegh, F. ,
Akin, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Ruiz‒preciado, M.A. ,
Wang, Z. ,
Tavakoli, M.M. ,
Graetzel, M. ,
Hagfeldt, A. ,
Tress, W. Publication Date: 2020
Nano Energy (22112855) 75
The electron transport layer (ETL) is a key constituent in perovskite solar cells (PSCs). It should provide efficient and selective electron extraction, low resistivity and high stability. Here, zinc stannate (Zn2SnO4, ZSO) is employed as an ETL in planar PSCs. A surface treatment of a compact ZSO layer is introduced based on chemical bath deposition (CBD). CBD results in a dense and uniform surface morphology that promotes the formation of a perovskite film with better surface coverage and enlarged grains, which lead to reduced recombination losses. Such improvements effectively increase the charge extraction at ETL/perovskite interface and reduce trap‒assisted recombination, which results in a remarkable photovoltaic performance, low hysteresis index, and good reproducibility. The efficiency of PSCs based on CBD‒modified ZSO ETL has been dramatically increased from 19.3% to 21.3% with a notable increase in open circuit voltage of 60 mV compared to bare ZSO‒based devices. This value is among the highest for ZSO‒based PSCs. More importantly, the CBD‒treated PSCs exhibited good stability, retaining more than 90% of its initial efficiency over 1000 h under continuous illumination at maximum power point. These results demonstrate that CBD can significantly improve the performance and stability of ZSO‒based planar PSCs, a crucial requirement for commercialization. © 2020 Elsevier Ltd
Nokhodiyan isfahani, N. ,
Bahadori, M. ,
Marandi, A. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Beheshti dehkordi, M. ,
Afzali, N. Publication Date: 2020
Industrial and Engineering Chemistry Research (15205045) 59(26)pp. 11970-11978
Hierarchical H-form ZSM-5 (h-ZSM-5) was synthesized and successfully functionalized with imidazolium-based ionic liquids for solvent-free insertion of carbon dioxide to epoxides and synthesis of cyclic carbonate. Tetrapropyl ammonium hydroxide and polyurethane foam were used as soft and hard templates, respectively, to introduce mesoporosity in the structure. The synthesized hierarchical H-form ZSM-5 provided a large surface area for covalent attachment of imidazolium-based ionic liquids to produce h-ZSM-5-IL. The successful synthesis of the new catalyst was confirmed by X-ray diffraction, Fourier transform infrared spectroscopy, the Brunauer-Emmett-Teller method, and scanning electron microscopy and utilized for the insertion of carbon dioxide to epoxides and production of cyclic carbonate under solvent-free conditions. High conversion and selectivity for the synthesis of cyclic carbonate and recovery of the catalyst for five consecutive times without loss of catalytic activity are the advantages of this newly synthesized catalyst. Copyright © 2020 American Chemical Society.
Bahadori, M. ,
Marandi, A. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2020
Journal of Physical Chemistry C (19327447) 124(16)pp. 8716-8725
An imidazolium-based ionic liquid was embedded into MIL-101(Cr) via coordinate and covalent bonds to synthesize heterogeneous catalysts for efficient CO2 capture at low pressure and CO2 fixation with epoxides. In MIL-IL(A), the ionic liquid was coordinated to Cr centers, while in MIL-IL(B), the ionic liquid was attached to MIL-101(Cr) via a covalent bond. These two materials were used for CO2 capture at p/p0 = 0.033 and 0 °C. The results showed that the CO2 absorbing capacity for MIL-IL(A) and MIL-IL(B) is 5.46 and 7.84 times higher than that of the parent MOF, respectively. The ionic liquid loading was measured by IC, CHN, and thermogravimetric analysis (TGA). Furthermore, the catalytic activity of both catalysts was checked in the cycloaddition of CO2 to epoxides in the absence of any cocatalyst and under solvent-free conditions. A firm bond between the ionic liquid and the framework in MIL-IL(B) made it a recyclable heterogeneous catalyst for CO2 fixation with epoxides. The analytical techniques confirmed the grafting of ionic liquid on the MOF structure, and the framework remained intact after 5 cycles in the cycloaddition of CO2 to styrene epoxide. © 2020 American Chemical Society.
Alishahi, N. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. Publication Date: 2020
Applied Organometallic Chemistry (02682605) 34(8)
In this study, an acidic nicotine-based ionic liquid supported on magnetic nanoparticles ([NicTC]HSO4@MNPs) was synthesized and characterized by different techniques. The activity of this catalyst was evaluated in a multi-component reaction of 2-aminobenzothiazole, aldehydes/dialdehydes and β-ketoesters/1,3-diketones to afford a series of novel mono- and bis-4H-pyrimido[2,1-b]benzothiazole derivatives. In addition, mild reaction conditions, high yields, excellent selectivity as well as easy recovery and reusability of the catalyst, make this method an economic and environmentally-benign process. © 2020 John Wiley & Sons, Ltd.
Landrani, A. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Amiri rudbari, H. Publication Date: 2020
RSC Advances (20462069) 10(36)pp. 21198-21205
Dendrimers are of great interest due to their special structural topology and chemical versatility. Owing to their properties, dendrimers have found practical applications in catalytic processes as efficient nanoreactors. Therefore, we herein report an environmentally attractive strategy and highly efficient route for the synthesis of a wide variety of diaryl sulfides using palladium nanoparticles immobilized on a nano-silica triazine dendritic polymer (Pdnp-nSTDP) as a nanoreactor. In this manner, different diaryl or aryl heteroaryl sulfides and bis(aryl/heteroarylthio)benzene/anthracene/pyridine derivatives were preparedviaC-S cross-coupling reactions of aryl halides with diaryl/diheteroaryl disulfides under thermal conditions and microwave irradiation. The catalyst could be easily recovered and reused several times without any significant loss of its activity. © The Royal Society of Chemistry 2020.
Publication Date: 2020
ChemistrySelect (23656549) 5(26)pp. 7840-7848
For the first time, the unusual ability of a Bi(III) immobilized on carboxyl-terminated triazine dendrimer stabilized magnetic nanoparticles [Bi(III)-CTTDS@Fe3O4] catalyst in the synthesis of indol-3-yl acrylates through the one-pot four-component reaction is reported. [Bi(III)-CTTDS@Fe3O4] was characterized by Fourier transform infrared (FT-IR), thermal gravimetrical analysis (TGA), elemental analysis (EA), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), vibrating-sample magnetometer (VSM), X-ray photoelectron spectroscopy (XPS) and inductively coupled plasma atomic emission spectroscopy (ICP-AES) techniques. Additionally, this catalyst can be conveniently separated from the reaction mixture and reused several times without significant loss of its activity. © 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Nori, Z.Z. ,
Landrani, A. ,
Bahadori, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2020
RSC Advances (20462069) 10(55)pp. 33137-33147
A novel and unique platform was prepared based on a dendrimer containing thiol groups supported on nanosilica (nSTDP), and ultrafine platinum nanoparticles were synthesized and immobilized on the thiol decorated branches of nSTPD. The new catalyst, (Ptnp@nSTDP), was characterized by different techniques such as FE-SEM, TEM, ICP, XPS and DR UV-vis. This heterogeneous catalyst presented an outstanding performance for the synthesis of benzimidazole and benzothiazole derivatives through a reaction between benzyl alcohol derivatives and 2-aminothiophenol or 1,2-phenylenediamine. No requirement for the pre-reduction of catalysts and using water as a green solvent make it an individual catalyst for these reactions. Furthermore, the catalyst can be easily recovered and reused five consecutive times in the production of benzimidazoles and benzothiazoles without significant leaching of Pt and loss of its activity which illustrated the chemical stability of the catalyst during the reaction. © 2020 The Royal Society of Chemistry.
Molaee, H. ,
Sahihi, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Amiri rudbari, H. Publication Date: 2019
Journal of Biomolecular Structure and Dynamics (07391102) 37(3)pp. 641-648
Alishahi, N. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Kia, R. Publication Date: 2019
ChemistrySelect (23656549) 4(19)pp. 5903-5910
In this work, a calixarene based ionic liquid was successfully prepared and characterized by different techniques. This ionic liquid was used as an efficient catalyst for the synthesis of a series of polysubstituted pyridines from aldehydes, malononitrile, 1,3-diketones and arylamines in water as a green solvent. Also, for the first time, symmetric and unsymmetric polysubstituted bis-pyridines were obtained in high yields from diamines using this catalyst. Mild reaction conditions, high to excellent yields, easy work-up, excellent activity and reusability of the catalyst are the key features of this method which make it an interesting and novel alternative for the synthesis of the above mentioned important heterocyclic compounds. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Zarnegaryan, A. ,
Pahlevanneshan, Z. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammdpoor-baltork, I. Publication Date: 2019
Journal Of The Iranian Chemical Society (1735207X) 16(4)pp. 747-756
The present paper describes the preparation and characterization of Cu(II) Schiff base complex immobilized onto graphene oxide. The structural and morphological characterization of the heterogeneous catalyst was carried out by different techniques such as Fourier transform infrared and diffuse reflectance UV–Vis spectroscopies, X-ray diffraction, thermogravimetric analysis, nitrogen adsorption–desorption, transmission electron microscopy, field emission scanning electron microscopy and inductively coupled plasma atomic emission spectroscopy. The catalytic activity of the heterogeneous catalyst was studied in the epoxidation of various alkenes using tert-butyl hydroperoxide as an oxidant and it showed high selectivity and catalytic reactivity. The graphene-bound copper Schiff base was successfully reused for several runs without significant loss in its catalytic activity. © 2019, Iranian Chemical Society.
Marandi, A. ,
Bahadori, M. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Frohnhoven, R. ,
Mathur, S. ,
Sandleben, A. ,
Klein, A. Publication Date: 2019
New Journal of Chemistry (11440546) 43(39)pp. 15585-15595
The catalytic activity of the recently reported Co-POM@MIL-101(Cr) composite, synthesized from K5[CoW12O40] (Co-POM) and chromium(iii) terephthalate (MIL-101), was studied in the solvent-free cycloaddition of CO2 with epoxides and esterification of acetic acid with various alcohols. The materials containing varying amounts of Co-POM were synthesized using a one-pot HF-free method in a "bottle around ship" strategy. The material was thoroughly characterized using several methods such as powder X-ray diffraction (PXRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), and electron paramagnetic resonance spectroscopy (EPR). Temperature programmed desorption (TPD) of NH3 and CO2, and the CO2 adsorption capacity (adsorption isotherms) were used to study the acid-base properties of the materials. The combination of the electron-transfer character of Co(iii)-POM and ordered mesopores in MIL-101(Cr) creates an efficient catalytic system with mild conditions (90 °C and 20 bar CO2 pressure) for solvent-free cycloaddition of CO2 to various epoxides. Esterification of acetic acid with alcohols was also carried out using the Co-POM@MIL-101 catalysts and high yields were achieved for different alcohols. The catalysis experiments also clearly show that the active site in this heterogeneous catalyst is the Co(iii) center in the Keggin anion structure. It presumably conducts both the cycloaddition of CO2 to epoxides and the esterification reaction via an outer-sphere electron transfer mechanism using the Co(iii)/Co(ii) redox pair. The heterogeneous Co-POM@MIL-101 catalysts were separated by simple filtration and reused five times in the cycloaddition of CO2 with styrene epoxide and seven times for the esterification of acetic acid with benzyl alcohol with negligible leaching of Co-POM and no considerable loss of activity. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Rezaei, S. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2019
Chemical Engineering Journal (13858947) 356pp. 423-435
The natural cascade processes lead to inspire researchers to bring diverse biocatalysts together in an artificial way. In this work, we are going to introduce a brilliant double enzyme microsystem prepared from co–immobilization of glucose oxidase (GOD) and glucoamylase (GA) on silver dendrites hierarchical (Ag–DH) nanostructure through Ugi four-component reaction (Ugi–4CR) in water, as the green solvent at ambient temperature. The success preparation of the unique biocatalyst system was confirmed by FT–IR, UV–Vis, TGA, XRD, TEM, FE–SEM, AFM and elemental analysis. The properties of free and immobilized enzymes were investigated and compared. The immobilized GA and GOD had higher Km (Michaelis constant) and lower Vmax (maximum reaction velocity) than their native forms. The values of activation energy (Ea) for both the immobilized enzymes were smaller than those with native enzymes, implying that the immobilized enzymes are more temperature insensitive. The obtained double enzyme microsystem was employed as a biocatalyst for one pot transformation of starch to gluconic acid as an exclusive cascade reaction under mild conditions and in aqueous medium, and the final product obtained in high yield. Moreover, the artificial biomimetic microsystem exhibited high stability and reusability after eight cycles. These results demonstrated the feasibility of this approach for co-immobilization of enzyme on hierarchical structures may be extended to other biocatalytic cascades, thereby opening a new window for the other artificial biotransformations in chemistry. © 2018 Elsevier B.V.
Ataee-kachouei, T. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Kia, R. Publication Date: 2019
ChemistrySelect (23656549) 4(8)pp. 2301-2306
In this study, we demonstrated a straightforward method for the easy access of chromeno[4,3-b]quinolin-6-ones via a one-pot three-component reaction of 4-hydroxycoumarin, aldehydes and aryl amines in the presence of halloysite nanoclay as an eco-friendly, inexpensive and green heterogeneous catalyst under solvent-free conditions. Moreover, symmetric and unsymmetric bis-chromeno[4,3-b]quinolin-6-ones were obtained from dialdehyde or diamines in good yields by this method. To date, this is the first report on the synthesis of symmetric and unsymmetric bis-chromeno[4,3-b]quinolin-6-ones via such a one-pot, multicomponent reaction. Some prepared chromeno[4,3-b]quinolin-6-ones displayed as interesting fluorophore compounds, hereupon their fluorescence properties were considered. Good to excellent yields, short reaction times and avoidance of toxic solvents are the significant features of this green procedure. © 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
Sheibani, E. ,
Amini, M. ,
Heydari, M. ,
Ahangar, H. ,
Keshavarzi, R. ,
Zhang, J. ,
Mirkhani, V. Publication Date: 2019
Solar Energy (0038092X) 194pp. 279-285
N-annulated perylene based materials show outstanding and tunable optical and physical properties, making them suitable to be charge transport materials for optoelectronic applications. However, this type of materials has so far not been well studied in solar cells. Here, we develop a new hole transport material (HTM), namely S5, based on perylene building block terms, for organic-inorganic hybrid perovskite solar cells (PSCs). We have systematically studied the influences of the film thickness of S5 on their photovoltaic performance, and a low concentration of S5 with a thinner HTM film is favorable for obtaining higher solar cell efficiency. S5 shows excellent energy alignment with perovskite as well as high-quality thin film formation, and the PSCs based on S5 as HTMs show remarkable power conversion efficiency (PCE) of 14.90% with a much higher short-circuit photocurrent than that for conventional HTM spiro-OMeTAD (PCE = 13.01%). We conclude that the superior photocurrent for S5 is mainly attributed to the enhanced interfacial hole transfer kinetics as well as the high hole conductivity. In addition, we have investigated the stability of N-annulated perylene derivative as HTMs in PSCs devices, showing that the unencapsulated devices based on S5 demonstrate outstanding stability by remaining 85% of initial PCEs in ambient condition with a relative humidity of ~30–45% for 500 h, while for devices with spiro-OMeTAD the cell efficiency degrade to 57% of initial performance at the same conditions. © 2019 International Solar Energy Society
Afzali, N. ,
Kardanpour, R. ,
Zadehahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mechler, A. ,
Mohammadpoor baltork, I. ,
Bahadori, M. Publication Date: 2019
Applied Organometallic Chemistry (02682605) 33(11)
A novel heterogeneous nanocatalyst was established by supporting molybdenum (VI) on Zr6 nodes in the structure of the well-known UiO-66 metal–organic framework (MOF). The structure of the UiO-66 before and after Mo (VI) immobilization was confirmed with XRD, DR-FTIR and UV–vis spectroscopy, and the presence and amount of Mo (VI) was identified by X-ray photoelectron spectroscopy and inductively coupled plasma atomic emission spectroscopy. TEM imaging confirmed the absence of Mo clusters on the MOF surface, while SEM confirmed that the appearance of the MOF has not changed upon immobilizing the Mo (VI) catalyst. BET adsorption measurements were used to confirm the porosity of the catalyst. The catalytic activity of this heterogeneous catalyst was investigated in oxidation of sulfides with H2O2 in acetonitrile and oxidative desulfurization of dibenzothiophene. Easy work up, convenient and steady reuse and high activity and selectivity are prominent properties of this new hybrid material. © 2019 John Wiley & Sons, Ltd.
Kazemi, Z. ,
Amiri rudbari, H. ,
Sahihi, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Abbasi kajani, A. Publication Date: 2019
Polyhedron (02775387) 170pp. 70-85
A diastereomeric pair (homochiral and heterochiral) of Schiff base dioxo molybdenum complex was synthesized using chiral ligand (HL: R/S-1-((naphtalen-3-yl)methylenamino)propan-2-ol) in racemic form. Then, to separation of this diastereomeric pair, crystallization method was proposed which was successful with acetonitrile. 1H NMR technique was used to confirm the results. The complexes thoroughly characterized using FT-IR, elemental analysis, 1H NMR and 13C NMR techniques, and MoO2L(LH2)1 has been structurally characterized using single-crystal X-ray diffraction. The cytotoxic activity of the new compounds has been evaluated using MCF-7 (human breast adenocarcinoma) and HeLa (human cervix adenocarcinoma), in addition to normal human fibroblast cells using the MTT cytotoxicity assay. Compounds MoO2L(LH2)1 and MoO2L(LH2)2 revealed IC50 values 18 µM and 37 µM on MCF-7 and 58 µM and 17 µM on HeLa, respectively. MoO2L(LH2)2 showed high selectivity (3–13 folds) for cancerous cells over normal cells, as the maximum cell mortality of 8.77%. Furthermore, The HSA- and DNA-binding of the Mo(VI) complexes were investigated by absorption, emission spectroscopy, viscosity measurements and molecular docking. Their binding constant are calculated as: HSA-binding of MoO2L(LH2)1 is 6.7 × 104 M−1 and of MoO2L(LH2)2 is 5.8 × 104 M−1, while their DNA-binding are 5.6 × 104 M−1 and 2.2 × 105 M−1, respectively. Their thermodynamic parameters were also determined at different temperatures. © 2019 Elsevier Ltd
Asadi, V. ,
Kardanpour, R. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2019
RSC Advances (20462069) 9(49)pp. 28460-28469
In this work, maximizing the utilization of CO2 and its precipitation as CaCO3 by using immobilized bovine carbonic anhydrase (BCA) was evaluated. In this way, selection of suitable carriers which have a gas adsorption function would enhance the CO2 sequestration efficiency of the carbonic anhydrase (CA). So a metal-organic framework (MOF), an excellent material for gas adsorption and enzyme immobilization was used. In this manner, BCA was encapsulated into the microporous zeolite imidazolate framework, ZIF-8, for the first time, using a bottle-Around-A-ship method. Systematic characterization including powder X-ray diffraction (PXRD), UV-vis, and Fourier transform infrared (FT-IR) spectroscopies, BET, field emission scanning electron microscopy (FE-SEM) and energy dispersive X-ray (EDX) confirmed that the entrapment of BCA molecules was successfully achieved during the crystal growth of ZIF-8 with an enzyme loading of ca. 100 ± 1.2 mg g-1 of BCA-ZIF-8. Optimization of the matrix for increasing the stability of the enzyme in an encapsulated form is the main aim of the present study. The de novo approach was proposed because this method provides better enzyme protection from degradation, minimizes enzyme leaching and enables multiple reuse. Then, the influence of different parameters, including pH, temperature, storage and reusability, was evaluated for enzyme@MOF composites versus free enzymes. The prepared biocatalyst exhibited outstanding activity in a wide pH and temperature range and demonstrates high storage stability up to 37 days. This efficient and simple association procedure seems well-Adapted to produce an enzymatic bio-catalyst for biocatalytic hydration of CO2. The FT-IR analysis revealed that the structure of BCA was well maintained during the encapsulation process. The thermal stability and reusability of the BCA-ZIF-8 increased noticeably due to the structural rigidity and confinement of the ZIF-8 scaffolds. These two parameters are very important for practical applications. © 2019 The Royal Society of Chemistry.
Moeini korbekandi, M. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2019
Catalysis Letters (1572879X) 149(4)pp. 1057-1066
A new nicotine-based organocatalyst supported on silica nanoparticles (Fe(III)-NicTC@nSiO 2 ) was prepared and characterized by different techniques. A series of 1,5-benzodiazepines derivatives were smoothly synthesized via the tandem process, starting from o-phenylenediamine and dimedone (or 1,3-cyclohexanedione), followed by addition of aldehyde in the presence Fe(III)-NicTC@nSiO 2 catalyst in water at room temperature. The Fe(III)-NicTC@nSiO 2 was also applied as an efficient catalyst for the selective synthesis of mono- and bis-1,5-benzodiazepines. Excellent yields and selectivity, short reaction time, mild conditions, and reusability of the catalyst are valuable features of this method. Graphical Abstract: A new supported nicotine-based organocatalyst was prepared, characterized and applied for the synthesis of 1,5-benzodiazepines in water at room temperature.[Figure not available: see fulltext.]. © 2019, Springer Science+Business Media, LLC, part of Springer Nature.
Molaee, H. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Abbasi kajani, A. ,
Kia, R. Publication Date: 2019
Polyhedron (02775387) 160pp. 130-138
Reaction of 2-pyridinecarboxaldehyde with L-Alaninol (as a chiral amine) or 2-amino-2-methyl-1-propanol (AMP) in the presence of PdCl2 produced the new and attractive palladium(II) complexes which were synthesized by in situ method. The presence of an extra methyl group in AMP other than L-Alaninol induced the different chelating mode and, therefore, several structurally different palladium complexes obtained. Correspondingly, the chiral amine with PdCl2 produced the imine product, (Iminol (1)), and an oxazolidine compound (Imizol (1′)) as minor product. Also, the use of AMP in formation of palladium complexes led to the synthesis of imine (Ampynol (2)) and oxazolidine (Ampyzol (3)) complexes. Besides utilizing of crystallization technique for the separation of the isomers, elemental analysis (CHN), FT-IR, 1H and 13C NMR spectroscopies were used for characterization of the synthesized compounds. In addition, structures of palladium complexes Iminol and Ampyzol were identified by single crystal X-ray diffraction method and investigation of the equilibrium between imine and oxazolidine complexes were carried out by DFT method. The in vitro studies revealed that the compounds have considerable cytotoxicity against human MCF-7 and HeLa cancer cell lines. © 2018 Elsevier Ltd
Askari, B. ,
Amiri rudbari, H. ,
Micale, N. ,
Schirmeister, T. ,
Giannetto, A. ,
Lanza, S. ,
Bruno, G. ,
Mirkhani, V. Publication Date: 2019
Polyhedron (02775387) 164pp. 195-201
Addition of H2R2DTO (R = {S}-1-phenylethyl and DTO = dithiooxamide) to the bis(benzonitrile)palladium(II) chloride complex in chloroform afforded the mononuclear Pd(DTO)2·2HCl complex. The complex treated with NaHCO3 for removing of HCl and then reacted with [Pd(ƞ3-allyl)(µ-Cl)]2 for preparation of a new trimetallic organopalladium(II) complex. The molecular structure of the trimetallic complex was determined by X-ray diffraction indicating a planar geometry around each palladium center. Also, variable temperature spectroscopy for this complex was performed in CDCl3 in the range 298–390 K, and simulations of the dynamic spectra were performed using the gNMR program. A comparison between the target-based activity of the Pd(II) complex and its trinuclear heterobimetallic platinum(II) analogue as potential anticancer agents was also conducted. All the biological tests showed that both Pd(II) and Pt(II) complexes can fairly inhibit cathepsin B (Cat-B) and cathepsin L (Cat-L) as well as two out of three activities of 20S proteasome. © 2019 Elsevier Ltd
Bahadori, M. ,
Tangestaninejad, S. ,
Bertmer, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. ,
Zadehahmadi, F. Publication Date: 2019
ACS Sustainable Chemistry and Engineering (21680485) 7(4)pp. 3962-3973
A novel heterogeneous catalyst was synthesized by immobilization of a carboxylic acid- and imidazolium-based ionic liquid on the mesoporous MIL-101(Cr) (MIL-101(Cr)-TSIL) and used to convert abundant, nontoxic, economical and renewable CO 2 gas to cyclic carbonates without the need for a cocatalyst or a solvent. The catalyst was characterized in detail by multiple techniques such as XRD, TEM, SEM, EDX, DR-FTIR, solid-state NMR, as well as N 2 and CO 2 adsorption measurements. The catalytic properties were studied by varying different parameters including amount of catalyst and epoxide, temperature, pressure, and reaction time. Under optimal conditions (100 mg catalyst, 15 mmol epoxide, 2.0 MPa CO 2 pressure, 110 °C and 2 h reaction time) various cyclic carbonates were obtained with high yield and selectivity. MIL-101(Cr)-TSIL catalyst displayed good thermal stability and could be reused after simple separation without a significant decrease in its catalytic activity. Due to synergetic effect of the hydrogen bond from the carboxylic acid group for activation of the C-O bond of the epoxide, adsorption of CO 2 by the imidazolium moiety, and high concentration of CO 2 around the task specific ionic liquid (TSIL), arisen from the mesoporous framework, MIL-101(Cr)-TSIL is a highly effective catalytic system for the solvent-free cycloaddition of CO 2 with epoxide. © 2019 American Chemical Society.
Hatami sabour, F. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. Publication Date: 2018
Journal Of The Iranian Chemical Society (1735207X) 15(3)pp. 671-683
Abstract: A convenient procedure has been described for one-pot synthesis of various pyrazolo[1,2-b]phthalazinediones at ambient temperature and solvent-free media. First, a novel supported basic ionic liquid ([SiPMIM]OH@MNPs) was prepared and characterized by FT-IR, elemental analysis, VSM, SEM, TEM and XRD. This catalyst exhibits excellent catalytic activity in one-pot reaction of aromatic aldehydes, phthalhydrazide and malononitrile (or acyclic 1,3-dicarbonyl compounds) to offer cyano-, acetyl- or benzoyl-substituted pyrazolo[1,2-b]phthalazinediones in high yields. Moreover, selective synthesis of mono- and bis-pyrazolo[1,2-b]phthalazinediones from dialdehydes was investigated in this approach. The catalyst could be easily separated by an external magnet and reused seven times without any significant loss of activity. Graphical Abstract: An efficient procedure is described for one-pot synthesis of various cyano-, acetyl- or benzoyl-substituted pyrazolo[1,2-b]phthalazinediones in the presence of [SiPMIM]OH@MNPs at ambient temperature and solvent-free media.[Figure not available: see fulltext.]. © 2017, Iranian Chemical Society.
Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(9)
This work deals the synthesis of aryl azides catalyzed by heterogeneous copper (II) complex of 3,5–bis (2–benzothiazolyl) pyridine, [Cu (II)(BTP)(OTf)2], immobilized on chloromethylated polystyrene, [Cu (II)(BTP)(OTf)2]@CMP. The prepared catalyst was characterized by different analytical techniques such as X-ray diffraction (XRD), thermogravimetric analysis (TGA), field emission scanning electron microscopy (SEM), energy dispersive X–ray spectroscopy (EDX), elemental analysis, and FT-IR and UV–Vis spectroscopic methods. This catalytic system showed excellent activity in the synthesis of aryl azides by the reaction of aryl halides with sodium azide in the presence of catalytic amounts of [Cu (II)(BTP)(OTf)2]@CMP. Moreover, this unique catalyst could be recovered easily and reused several times without any considerable loss of its catalytic activity. © 2018 John Wiley & Sons, Ltd.
Zakeri, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Pahlevanneshan, Z. Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(1)
In this paper, the design and characterization of a new heterogeneous catalyst by incorporation of copper ions into the nanosilica modified by thiole–based dendrimer are reported. The prepared catalyst was characterized by FT–IR, TGA, elemental analysis, FE–SEM, TEM, XPS and ICP–OES techniques. This material was used as catalyst in the synthesis benzimidazoles and benzothiazoles by the reaction of substituted benzaldehydes with 1,2–diaminobenzene or 2–aminothiophenol, respectively. The advantages of the present catalytic system are high yields, mild conditions and short reaction times. On the other hand, this new synthesized catalyst was recycled very well and reused several times without significant loss of its catalytic activity. Copyright © 2017 John Wiley & Sons, Ltd.
Marandi, A. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mechler, A. ,
Mohammadpoor baltork, I. ,
Zadehahmadi, F. Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(2)
A heterogeneous catalyst was synthesized by encapsulation of a Keggin-type heteropolytungstate, potassium dodecatungstocobaltate trihydrate, K5[CoW12O40]·(Co-POM), into chromium(III) terephthalate (MIL-101). Encapsulation was achieved via a ‘build bottle around ship’ strategy in aqueous media, following a hydrothermal method. The structure of the resulting crystalline solid was characterized using X-ray diffraction, correlated with Fourier transform infrared and UV–visible spectroscopy. The metal content was analysed using optical emission spectroscopy. Transmission electron microscopy was used to measure particle size and N2 adsorption in a Brunauer–Emmett–Teller instrument to characterize the specific surface area. The catalytic activity was investigated using methanolysis of epoxides under mild conditions as a test reaction. The turnover frequency of the heterogeneous Co-POM@MIL-101 catalyst was more than 20 times higher than that of the homogeneous Co-POM catalyst. The Co-POM@MIL-101 catalyst was reused several times with negligible leaching of Co-POM and with no considerable loss of its initial efficiency. The simplicity of preparation, extraordinary stability and high reactivity make Co-POM@MIL-101 an exceptional catalytic matrix that is easily separable from reaction media. Copyright © 2017 John Wiley & Sons, Ltd.
Rafiei, S. ,
Tangestaninejad, S. ,
Horcajada, P. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. ,
Zadehahmadi, F. Publication Date: 2018
Chemical Engineering Journal (13858947) 334pp. 1233-1241
A new heterogeneous bio-catalyst was synthesized by encapsulating lipase into the microporous zeolite imidazolate framework, ZIF-67, using a bottle-around-a-ship method. The enzyme/ZIF-67 association is higher than those resulting from post-synthetic approaches. The resulting biocomposite lipase@ZIF-67 was fully characterized by UV-vis and Fourier transform infrared (FT-IR) spectroscopies, powder X-ray diffraction (PXRD), field emission scanning electron microscopy (FE-SEM), Thermal gravimetric analyses (TGA), N2 adsorption–desorption and energy dispersive X-ray (EDX). The prepared bio-catalyst was successfully applied for transesterification of soybean oil to biodiesel in a solvent-free medium. The effect of different parameters, such as pH, temperature, molar ratio of methanol to oil and mass ratio of bio-catalyst to oil, was deeply investigated. Finally, the immobilized enzyme was reused during 6 cycles transesterification reaction without a significant decrease in its initial activity. This simple and efficient association procedure seems well-adapted to produce enzymatic bio-catalyst for biodiesel production. © 2017 Elsevier B.V.
Amini, M. ,
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Sadegh, F. Publication Date: 2018
Journal of Materials Chemistry A (20507496) 6(6)pp. 2632-2642
In this study, we have tried to demonstrate the implications of employing nonsimilar mesoporous TiO2 templated films as interfacial blocking layers for improving the input light transmittance and photovoltaic performance of dye sensitized and perovskite solar cells. In fact, the interfacial layers were synthesized using four types of copolymers including PSA, Brij58, P123 and F127 and their impact on the performance of dye sensitized and perovskite solar cells was examined and compared with that of traditional dense blocking layers. For the first time, we used block copolymers as structure-directing agents in interfacial templated blocking films aiming at increasing the input light transmittance and efficiency of dye sensitized and perovskite solar cells. Moreover, two types of FTO substrates, 15 Ω sq-1 with high light transmission and low conductivity, and 7 Ω sq-1 with low transmittance and high conductivity, were used in order to replace FTO glasses with higher conductivity instead of 15 Ω sq-1 glasses commonly used. Our results showed that, through replacing the blocking layer templated using the P123 copolymer with dense film, the short circuit density significantly improved from 15.89 to 21.23 mA cm-2 for the dye sensitized solar cell and from 18.72 to 24.09 mA cm-2 for the perovskite solar cell due to the striking increase in light transmittance. Also, introduction of the P123 templated interfacial layer presents conversion efficiency enhancement by 33% and 16% in the dye sensitized solar cell and perovskite solar cell, respectively. © 2018 The Royal Society of Chemistry.
Nourian, M. ,
Zadehahmadi, F. ,
Kardanpour, R. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(1)
The catalytic activity of magnetically recoverable MIL-101 was investigated in the oxidation of alkenes to carboxylic acids and cyanosilylation of aldehydes. MIL-101 was treated with Fe3O4 and the prepared catalyst was characterized using Fourier transform infrared spectroscopy, X-ray diffraction, N2 adsorption measurements, field emission scanning electron microscopy, energy-dispersive X-ray spectroscopy and inductively coupled plasma analysis. The catalytic active sites in this heterogeneous catalyst are Cr3+ nodes of the MIL-101 framework. This heterogeneous catalyst has the advantages of excellent yields, short reaction times and reusability several times without significant decrease in its initial activity and stability in both oxidation and cyanosilylation reactions. Its magnetic property allows its easy separation using an external magnetic field. Copyright © 2017 John Wiley & Sons, Ltd.
Rashidi, R. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. Publication Date: 2018
Monatshefte fur Chemie (00269247) 149(3)pp. 557-567
Abstract: Preparation of substituted as well as the selective synthesis of mono- and bis-4,5-dihydropyrrolo[1,2-a]quinoxalines using a highly efficient, sustainable, and reusable supported acidic ionic liquid is reported. The reaction method is ecofriendly and has the advantages of mild conditions, green solvent (H2O), short reaction times, and a reusable acidic catalyst. Graphical abstract: [Figure not available: see fulltext.]. © 2018, Springer-Verlag GmbH Austria, part of Springer Nature.
Haghshenas kashani, S. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(9)
In this paper, we present the synthesis of Au nanoparticles supported on nanosilica thiol based dendrimer, nSTDP. The catalyst was prepared by reduction of HAuCl4 with NaBH4 in the presence of nSTDP. The resulting Aunp–nSTDP materials were characterized by FT–IR and UV–vis spectroscopic methods, SEM, TEM, TGA, XPS and ICP analyses. The characterization of the catalyst showed that Au nanoparticles with the size of 2–6 nm are homogeneously distributed on the nSTDP dendrimer with a catalyst loading of about 0.19 mmol/g of catalyst. The Aunp–nSTDP catalyst was used in the oxidation of alcohols with tert–butyl hydroperoxide (TBHP) as oxidant. The influence of vital reaction parameters such as solvent, oxidant and amount of catalyst on the oxidation of alcohols was investigated. These reactions were best performed in an acetonitrile/water mixture (3:2) in the presence of 0.76 mol% of the catalyst on the basis of the Au content at 80 °C under atmospheric pressure of air to afford the desired products in high yields (80–93% for benzyl alcohols). The Aunp–nSTDP catalyst exhibited a high selectivity toward the corresponding aldehyde and ketone (up to 100%). Reusabiliy and stability tests demonstrated that the Aunp–nSTDP catalyst can be recycled with a negligible loss of its activity. Also this catalytic exhibited a good chemoselectivity in the oxidation of alcohols. © 2018 John Wiley & Sons, Ltd.
Rahmani, F. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2018
ACS Combinatorial Science (21568952) 20(1)pp. 19-25
In this Research Article, we report an efficient synthesis of 1,3-dimethyl-5-aryl-7-(pyridine-3(2)(4)-yl)pyrimidine-2,4(1H,3H)-diones via a three-component reaction of aryl aldehydes, 1,3-dimethyl-6-aminouracil and carbonitriles in the presences of triazine diphosphonium hydrogen sulfate ionic liquid supported on functionalized nanosilica (APTADPHS-nSiO2) as a reusable catalyst under microwave irradiation and solvent-free conditions. The bis-derivatives of pyridine-pyrimidines were also efficiently prepared from dialdehydes and dinitriles. In addition, 3-methyl-1H-pyrazole-5-amine was used successfully instead of 1,3-dimethyl-6-aminouracil under the same conditions to afford the corresponding products in high yields. The catalyst can be reused at least five times without any significant loss of its activity. The easy recovery, reusability and excellent activity of the catalyst as well as easy workup are other noteworthy advantages of this method. © 2017 American Chemical Society.
Afzali, N. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mechler, A. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. ,
Zadehahmadi, F. Publication Date: 2018
Applied Organometallic Chemistry (02682605) 32(1)
A heterogeneous catalyst was synthesized by immobilizing Mo(CO)3 in a UiO-66 metal–organic framework. The benzene ring of the organic linker in UiO-66 was modified via liquid-phase deposition of molybdenum hexacarbonyl, Mo(CO)6, as starting precursor to form the (arene)Mo(CO)3 species inside the framework. The structure of this catalyst was characterized using X-ray diffraction, and chemical integrity was confirmed using Fourier transform infrared and diffuse reflectance UV–visible spectroscopic methods. The metal content was analysed with inductively coupled plasma. Field emission scanning electron microscopy was used to measure particle size and N2 adsorption measurements to characterize the specific surface area. This catalytic system was efficiently applied for epoxidation of alkenes and oxidation of sulfides. The Mo-containing metal–organic framework was reused several times without any appreciable loss of its efficiency. Copyright © 2017 John Wiley & Sons, Ltd.
Jafari, A.K. ,
Kardanpour, R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Zadehahmadi, F. Publication Date: 2018
Journal Of The Iranian Chemical Society (1735207X) 15(5)pp. 997-1006
In this work, the metallo Schiff base-functionalized metal–organic framework was prepared by post-synthetic method and used as an electron-deficient catalyst for the alcoholysis of epoxides. In this manner, the aminated MIL-101 was modified with 2-pyridine carboxaldehyde and then the prepared Schiff base reacted with RuCl3. This new catalyst, MIL-101–NH2–PC–Ru, was characterized by Fourier transform infrared, UV–Vis spectroscopic techniques, X-ray diffraction, BET, inductively coupled plasma atomic emission spectroscopy and field-emission scanning electron microscopy. In the presence of this heterogeneous catalyst, ring opening of epoxides was performed under mild condition to show the significant ability and successful applications of Lewis acid containing catalysts in corporation with metal–organic frameworks. The reusability of the catalyst was also investigated. No noticeable decrease in the catalytic activity was found after four consecutive times. © 2018, Iranian Chemical Society.
Publication Date: 2018
Catalysis Letters (1572879X) 148(4)pp. 1110-1123
Abstract: In this work, ruthenium nanoparticles were immobilized on thiol-based dendrimer functionalized nano-silica and its catalytic activity was investigated in the oxidation reactions. To do this, silica nanoparticles were functionalized with a thiol-based dendrimer, and this dendritic material was used as a host for immobilization of ruthenium nanoparticles as guest species. Different analytical tools such as FT–IR and UV–vis spectroscopies, CHNS, ICP and TGA analyses, and TEM and SEM microscopic techniques were used to characterize the prepared catalyst. The catalytic activity of this nanocomposite material as a heterogeneous catalyst was studied in the epoxidation of alkenes and oxidation of alcohols with tert-butyl hydroperoxide (tert-BuOOH) and the corresponding products were obtained in good to excellent yields. Moreover, this catalyst can be well-dispersed in the reaction medium, conveniently separated from the reaction mixture, and reused several times without significant loss of its activity. Graphical Abstract: Runp–nSTDP provided a highly stable, active, reusable, and solid-phase catalyst for preparation of a series of epoxides and aldehydes. © 2018, Springer Science+Business Media, LLC, part of Springer Nature.
Jamshidvand, A. ,
Sahihi, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Amiri rudbari, H. ,
Kargar, H. ,
Keshavarzi, R. ,
Gharaghani, S. Publication Date: 2018
Journal of Molecular Liquids (18733166) 253pp. 61-71
In this work, five new Schiff base ligands were synthesized and characterized by 1H NMR, 13C NMR, FT-IR, UV–Vis and elemental analysis (CHN). L1, L2 and L3, were derived from condensation of 2-Hydroxy-5-bromobenzaldehyde with 4-aminobenzoic acid, 3-aminobenzoic acid and 3-amino-4-methylbenzoic acid with 1:1 M ratio, respectively. While, L4 and L5 were prepared from condensation of 4-aminobenzoate with 3-ethoxy-2-hydroxybenzaldehyde and 3-methoxy-2-hydroxybenzaldehyd with 1:1 M ratio, respectively. Furthermore, the crystal structure of L4 and L5 were determined by single crystal X-ray analysis. The interaction of Schiff base ligands with fish sperm DNA (FS-DNA) was investigated under physiological conditions using fluorescence quenching, UV–Vis spectroscopy, molecular docking and molecular dynamics (MD) simulation methods. The estimated binding constants (kb) for the DNA-Ligands complexes were 8.9 × 104 M−1, 6.8 × 104 M−1, 1.2 × 105 M−1, 2.3 × 105 M−1, 1.7 × 105 M−1 for L1, L2, L3, L4 and L5, respectively. Based on similarity of the ligands structures and their Kb values, their affinity for binding to FS-DNA follow as: L3 > L1 > L2 and L4 > L5. The results revealed that ligands with stronger electron donating substituents, have higher DNA-binding ability than the others. Also, molecular docking results show that all of the synthesized ligands are minor groove binders and H-bond interactions have dominant role in the stability of ligand-DNA complexes. © 2018 Elsevier B.V.
Khalili, A. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. Publication Date: 2018
Journal of Molecular Liquids (18733166) 253pp. 1-10
4-Methyl-1-(3-sulfopropyl)pyridinium hydrogen sulfate ([MSPP][HSO4]) as a new acidic ionic liquid was prepared in a quick and easy process, and characterized by some techniques such as 1H NMR, 13C NMR and FT-IR analysis. Then, [MSPP][HSO4] was immobilized on silica nanoparticles by impregnation method to afforded heterogeneous acidic ionic liquid ([MSPP]HSO4@nSiO2) and characterized by elemental analysis (CHNS), FT-IR, and SEM. The worthiness of [MSPP]HSO4@nSiO2 has been investigated for the synthesis of various substituted phthalazine-ones as well as selective synthesis of mono- and bis-phthalazine-ones as imperative biologically active compounds. The reaction has been carried out under solvent-free conditions, simple work-up procedure and the products were obtained in excellent to good yields. Moreover, the catalyst was reused five times without decay in catalytic activity performance. © 2018 Elsevier B.V.
Azizi, M. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Kia, R. Publication Date: 2018
Journal of Organic Chemistry (15206904) 83(23)pp. 14743-14750
This report explains an efficient method for synthesis of an array of quinolines via the reaction of 2-aminoaryl ketones with terminal and internal alkynes in the presence of propylphosphonium tetrachloroindate ionic liquid supported on nanosilica (PPInCl-nSiO 2 ) as a heterogeneous and reusable catalyst under solvent-free conditions. Inspired by this catalytic system, the first easy one-step synthesis of symmetric and unsymmetric pyrido[3,2-g or 2,3-g]quinolines was investigated through the reaction of diaroylphenylenediamines with one alkyne or two different alkynes. © 2018 American Chemical Society.
Keshavarzi, R. ,
Jamshidvand, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mohammadpoor baltork, I. Publication Date: 2018
Materials Science in Semiconductor Processing (13698001) 73pp. 99-105
Crack free titania thick templated films were prepared by evaporation-induced self-assembly (EISA) process and spin coating method with different numbers of calcination steps; then, their application in dye sensitized solar cells (DSSC) was investigated. Wormlike meso-layers prepared at different spin speeds were characterized by TEM analysis. The correlation between spin speed and thickness and porosity of the films were investigated using ellipsometry method. The crystallinity and surface area of the films obtained at a repeated thermal treatment method and different temperatures were investigated by XRD and BET techniques. UV–vis spectroscopy and cross-sectional SEM images were also used to characterize the films. Finally, the mesoporous thick films (5.7 µm) were used in DSSC devices and their photovoltaic performances were examined. The optimum mesoporous film exhibited an open-circuit voltage (VOC) of 0.729 V, short-circuit current density (JSC) of 14.93 mA cm−2, fill factor of 0.68 and a power conversion efficiency of 7.35%. © 2017 Elsevier Ltd
Najafabadi, S.A.A. ,
Honarkar, H. ,
Moghadam, M. ,
Mirkhani, V. ,
Tahriri, M. ,
Tayebi, L. Publication Date: 2018
Bio-Design and Manufacturing (25228552) 1(1)pp. 62-68
UV irradiation hydrogen peroxide (H 2O 2) system is used as an effective, easy and low-cost combined depolymerization technique to produce oligosaccharides from chitosan. UV–Vis spectroscopic studies explained that with increasing treatment time, the absorption of the depolymerized chitosan solution has increased, indicating the increase in the carbonyl and amino groups in their structure. Fourier transform infrared spectroscopy and nuclear magnetic resonance (1H NMR) analysis showed that the 1,4-β-d-glucoside linkages of chitosan are degraded without important changes in chemical structure of decomposed samples. X-ray diffraction patterns verified the polymerization of chitosan to produce oligomers, changing in structure from crystalline to amorphous. Viscosity-average molecular weight measurements of fragmented chitosan samples and Mark–Houwink equation are used to demonstrate the efficiency of this depolymerization method. Finally, the obtained results ascertained that this combined method could produce water soluble chitosan with significant efficiency and no essential change in its chemical structure. © 2018, Zhejiang University Press.
Publication Date: 2017
Journal Of The Iranian Chemical Society (1735207X) 14(8)pp. 1753-1763
In this research, two heterogeneous organic–inorganic hybrid catalysts, [bmim]3[PW12O40]·3H2O and [bmim]5[PNiW11O39]·3H2O, have been prepared. The catalysts were fully characterized by several techniques such as elemental analyses, Fourier transform infrared spectroscopy, thermo-gravimetric analysis, scanning electron microscope and energy-dispersive X-ray analysis. Next, the hybrid catalysts have been used for the synthesis of functionalized diazepines containing tetrazole ring. Tetrazolyl-1H-spiro[benzo[b]cyclopenta[e][1,4] diazepines products were obtained in excellent yields and mild experimental conditions using [bmim]5[PNiW11O39]·3H2O as catalyst. This process was carried out via a one-pot, pseudo-five-component condensation reaction by means of a 1,2-diamine, isocyanide, TMSN3 and two molecules of a linear or cyclic ketone in methanol, at ambient temperature. © 2017, Iranian Chemical Society.
Delavari, M. ,
Zadehahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. Publication Date: 2017
Applied Organometallic Chemistry (02682605) 31(7)
The catalytic activity of UiO-66@Fe3O4@SiO2 catalyst was investigated in the fixation of carbon dioxide with epoxides under mild conditions. In this manner, a facile magnetization of UiO-66 was achieved simultaneously by simply mixing this metal–organic framework and silica-coated Fe3O4 nanoparticles in solution under sonication. The prepared catalyst was characterized using Fourier transform infrared and UV–visible spectroscopies, X-ray diffraction, transmission and field emission scanning electron microscopies, N2 adsorption and inductively coupled plasma atomic emission spectroscopy. This new heterogeneous catalyst was applied as a highly efficient catalyst in the coupling of carbon dioxide with epoxides at mild temperatures and pressures. Furthermore, it could be easily recovered with the assistance of an external magnetic field and reused three consecutive times without significant loss of activity and mass. Copyright © 2016 John Wiley & Sons, Ltd.
Nourian, M. ,
Zadehahmadi, F. ,
Kardanpour, R. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Bahadori, M. Publication Date: 2017
Catalysis Communications (15667367) 94pp. 42-46
A new heterogeneous catalyst, magnetic amino-MIL-101(Al), was synthesized based on the reaction of NH2-MIL-101(Al) and silica coated magnetic nanoparticles, Fe3O4@SiO2. The prepared catalyst was characterized by UV–vis, FT-IR, X-ray diffraction (XRD), field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX) and inductively coupled plasma (ICP) methods. The catalytic activity of this new catalyst was investigated in the fixation of carbon dioxide with epoxides under atmospheric pressure at 100 °C. Excellent yields, short reaction times and reusability without significant decrease in its initial activity are the advantages of this noble catalyst. Moreover, magnetic property of the catalyst allows easy separation by using an external magnetic field. © 2017 Elsevier B.V.
Estakhri, E. ,
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. Publication Date: 2017
Applied Organometallic Chemistry (02682605) 31(11)
The synthesis, characterization and catalytic activity of chloroaluminate ionic liquid-modified silica-coated magnetic nanoparticles ([SiPrPy]AlCl4@MNPs) are described. The prepared magnetic nanocatalyst was characterized using Fourier transform infrared spectroscopy, elemental analysis, vibrating sample magnetometry, scanning and transmission electron microscopies, X-ray diffraction and inductively coupled plasma analysis. The results showed that the ionic liquid had been successfully immobilized onto the magnetic support, and the resulting nanoparticles exhibited high catalytic activity for the synthesis of a diverse range of dihydropyrano[3,2-b]chromenediones via a one-pot, three-component and solvent-free reaction of aromatic aldehydes, 1,3-diones and kojic acid. This catalytic system also showed excellent activity in the selective synthesis of mono- and bis-dihydropyrano[3,2-b]chromenediones from dialdehydes. The procedure gave the products in excellent yields and in very short reaction times. Moreover, the catalyst could be reused eight times without loss of its catalytic activity. Copyright © 2017 John Wiley & Sons, Ltd.
Publication Date: 2017
Polyhedron (02775387) 138pp. 21-30
In this work, the preparation of copper(II) complex of 3,5-bis(2-benzothiazolyl)pyridine, Cu(II)Br2-BTP, supported on nano silica functionalized with trimethoxysilylpropylchloride, Cu(II)Br2-BTP@TMSP-nSiO2, is reported. The prepared catalyst was characterized by different analytical techniques such as elemental analysis, FT-IR, 1H NMR, ICP-OES, XPS and UV–Vis spectroscopic methods, and also SEM and TEM microscopic techniques. This heterogeneous catalyst showed excellent activity in the click synthesis of 1,2,3-triazoles via one-pot three-component reaction of alkynes, organic halides, and sodium azide. Moreover, the catalyst was applied for synthesis of 1,2,3-triazoles by the reaction of α-bromoketones, alkyl/aryl terminal alkynes and sodium azide. The heterogeneous catalyst was reused several times without any decrease in its catalytic activity. © 2017 Elsevier Ltd
Asadi, B. ,
Landrani, A. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Amiri rudbari, H. Publication Date: 2017
ACS Combinatorial Science (21568952) 19(6)pp. 356-364
Unsymmetrical 1,2,5,6-tetrahydropyridine-3-carboxylates were obtained for the first time from a five-component Fe3O4@TDSN-Bi(III)-catalyzed reaction of aryl aldehydes, aryl amines, and ethyl acetoacetate. This magnetically separable catalyst enabled the selective incorporation of two different aryl amines or two different aryl aldehydes into the product, and provided excellent yields, short reaction times, mild reaction conditions, satisfactory catalyst recyclability, and low catalyst loading. © 2017 American Chemical Society.
Publication Date: 2017
Microporous and Mesoporous Materials (13871811) 247pp. 23-30
Herein, a new antitumor active polyoxometalate, (TBA)4H3[GeW9V3O40], has been introduced as an inorganic drug with enormous influence on brain cancer cells and its outstanding results against U87 cells have been described. Post-functionalization of this polyoxometalate produces a drug delivery vehicle which comprises both kinds of inorganic and organic drugs. This system is consisted of mesoporous silica nanoparticles as organic drug carrier, along with redox-responsive disulfide bonds for drug release into the cell at the same time. Moreover, a fluorescence dye has been attached to the polyoxometalate that allows for tracking the drug into the cell environment. This dual-functionalized polyoxometalate was utilized in a designed multidrug delivery system, and worked greatly against U87 cells and knocked down these cancer cells up to near 70% in 48 h. Due to its unique properties, this multidrug delivery vehicle is potent to be developed and used for various applications in cancer therapy. © 2017 Elsevier Inc.
Landrani, A. ,
Moghadam, M. ,
Mohammadi, S. ,
Royvaran, M. ,
Moshtael-arani, N. ,
Rezaei, S. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2017
Langmuir (15205827) 33(34)pp. 8503-8515
Owing to properties of magnetic nanoparticles and elegant three-dimensional macromolecule architectural features, dendrimeric structures have been investigated as nanoscale drug delivery systems. In this work, a novel magnetic nanocarrier, generation two (G2) triazine dendrimer modified Fe3O4@SiO2 magnetic nanoparticles (MNP-G2), was designed, fabricated, and characterized by Fourier transform infrared (FT-IR), thermal gravimetric analysis (TGA), vibrating sample magnetometer (VSM), field emission scanning electron microscopy (FE-SEM), transmission electron microscopy (TEM), and dynamic light scattering (DLS). The prepared MNP-G2 nanosystem offers a new formulation that combines the unique properties of MNPs and triazine dendrimer as a biocompatible material for biomedical applications. To demonstrate the potential of MNP-G2, the nanoparticles were loaded with methotrexate (MTX), a proven chemotherapy drug. The MTX-loaded MNP-G2 (MNP-G2/MTX) exhibited a high drug-loading capacity of MTX and the excellent ability for controlled drug release. The cytotoxicity of MNP-G2/MTX using an 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide based assay and MCF-7, HeLa, and Caov-4 cell lines revealed that MNP-G2/MTX was more active against the tumor cells than the free drug in a mildly acidic environment. The results of hemolysis, hemagglutination, and coagulation assays confirmed the good blood safety of MNP-G2/MTX. Moreover, the cell uptake and intracellular distribution of MNP-G2/MTX were studied by flow cytometry analysis and confocal laser scanning microscopy (CLSM). This research suggests that MNP-G2/MTX with good biocompatibility and degradability can be selected as an ideal and effective drug carrier in targeted biomedicine studies especially anticancer applications. © 2017 American Chemical Society.
Publication Date: 2017
Applied Organometallic Chemistry (02682605) 31(2)
The catalytic activity of graphene oxide-bound tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) is reported. The prepared catalyst was characterized using inductively coupled plasma analysis, scanning electron microscopy, transmission electron microscopy, and Fourier transform infrared and diffuse reflectance UV–visible spectroscopies. This heterogeneous catalyst was used for selective trimethylsilylation of various alcohols and phenols with HMDS in short reaction times and high yields. Also, the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. The chemoselectivity of this catalytic system in the silylation of primary alcohols in the presence of secondary and tertiary alcohols and also phenols was investigated. Copyright © 2016 John Wiley & Sons, Ltd.
Publication Date: 2017
Journal Of The Iranian Chemical Society (1735207X) 14(6)pp. 1317-1323
In this paper, we present an efficient and practical method for oxidation of alcohols to their corresponding carbonyl compounds catalyzed by [Mn(salophen)@nSTD]. This catalyst was synthesized, and characterized by FT-IR, UV–Vis, TGA, SEM and TEM. The results of experiments proved that this catalyst has excellent selectivity and high activity in the oxidation of different primary and secondary alcohols to their corresponding aldehyde and ketone at room temperature. The effects of important factors in the oxidation of alcohols such as kind of oxidant, solvent and amount of catalyst were investigated in the oxidation of 4-chlorobenzyl alcohol. This catalyst shows high stability and reusability after six catalytic runs. © 2017, Iranian Chemical Society.
Bahadori, M. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mechler, A. ,
Mohammadpoor baltork, I. ,
Zadehahmadi, F. Publication Date: 2017
Microporous and Mesoporous Materials (13871811) 253pp. 102-111
A metal organic framework-supported N-heterocyclic carbene (NHC) was prepared by post-synthetic modification (PSM) of NH2-MIL-101(Cr). The amine group in the NH2-MIL-101(Cr) was modified via condensation with 1,3,5-trichlorotriazine (TCT) providing a precursor that then reacted with N-methylimidazole to produce the MIL-101(Cr)-NH2-bis(NHC). The N-heterocyclic carbene moieties were coordinated with palladium in situ in the porous matrix. The structure of MIL-101(Cr)-NH2-bis(NHC)-Pd (MIL-NHC-Pd) was confirmed by XRD and FT-IR spectroscopy. Electron microscopy was used to characterize the morphology of the resulting material. XPS and ICP confirmed surface composition while Brauner–Emmett–Teller (BET) analysis was used to define the specific surface area. On testing the catalytic activity, cross-coupling reactions of phenylboronic acid and aryl halides proceeded successfully with MIL-NHC-Pd (0.067 mmol Pd/g) as a heterogeneous catalyst. The catalyst was recovered from the reaction mixture by simple filtration and reused for 15 times without leaching into solution or any loss of activity. © 2017 Elsevier Inc.
Asadi, B. ,
Landrani, A. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Amiri rudbari, H. Publication Date: 2017
Tetrahedron Letters (00404039) 58(1)pp. 71-74
Fe3O4-TDSN-Bi(III) was utilized as an efficient and reusable catalyst for the regioselective one-pot synthesis of quinoline derivatives from arylamines, arylaldehydes and methyl propiolate under microwave irradiation and solvent-free conditions. Also, bis-quinolines were obtained in high yields from dialdehydes or diamines. Atom-economy, high to excellent yields, easy work-up, as well as simple catalyst recovery and reusability are the key features of this procedure. © 2016 Elsevier Ltd
Nazari, R. ,
Aghababaie, M. ,
Razmjou, A. ,
Landrani, A. ,
Amini, M. ,
Hajjari, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Taheri kafrani, A. Publication Date: 2017
Desalination and Water Treatment (19443994) 64pp. 81-89
Forward osmosis (FO) has gained attention recently due to its low cost and energy consumption while it happens naturally. However, finding a proper draw agent for this process is a challenging task. Magnetic nanoparticles, especially with modified surfaces, have been reported as a promising draw agent, which can be easily recovered by using a magnetic field. Here, an attempt was made to study the effect of different superparamagnetic iron oxide nanoparticles (SPIONs) surface engineering on the osmotic pressure, hydrophilicity, degree of agglomeration of nanoparticles and also water flux. In this study, the osmotic potential of naked Fe3O4, silica-coated superparamagnetic iron oxide nanoparticles (SPION@SiO2), hyperbranched polyglycerol/carboxylate-functionalized SPION (SPION@SiO2@ HPG and SPION@SiO2@HPG-CO2H) were evaluated for FO process. The effect of ionized SPIONs on the water flux has been studied for the first time, too. The SPIONs were characterized by scanning electron microscopy, transmission electron microscopy, X-ray powder diffraction, Fourier transform infrared, vibrating sample magnetometer and thermogravimetric analysis. The average of water flux in a long-term performance of FO for the introduced draw agents increased in the order of SPION < SPION@SiO2 < SPION@SiO2@HPG < SPION@SiO2@HPG-CO2H due to higher hydrophilicity and lesser agglomerations and precipitation. It was surprisingly observed that water flux of ionic magnetic draw solution behaves differently comparing with the non-ionic ones. It was revealed that ionic SPIONs at high concentration led to the formation of non-ideal polyelectrolyte solution that produces a high osmotic pressure. However, by the permeation of water, a transition from non-ideal to ideal solution at some point was observed during FO process. © 2017 Desalination Publications. All rights reserved.
Publication Date: 2017
Journal of Organometallic Chemistry (0022328X) 853pp. 5-12
This study deals about preparation of palladium(II) complex of 3,5–bis(2–benzothiazolyl)pyridine supported on nano silica functionalized with trimethoxysilylpropyl chloride, Pd(II)Cl2–BTP@TMSP–nSiO2. The synthesized heterogeneous catalyst was characterized by FT–IR, UV–Vis spectroscopies, field emission scanning electron microscopy, energy dispersive X–ray analysis, transmission electron microscopy and elemental analysis. Furthermore, the Pd(II)Cl2–BTP@TMSP–nSiO2 was found as a highly efficient catalyst in the Sonogashira cross–coupling of aryl halides (iodides, bromides and chlorides) with phenyl acetylene. This heterogeneous catalyst was easily recyclable and reused several times without significant loss of reactivity. Finally, its catalytic activity was compared with homogeneous catalyst to demonstrate the effect of supporting on the catalytic activity. © 2017 Elsevier B.V.
Publication Date: 2017
Synthetic Communications (00397911) 47(6)pp. 557-565
A new protocol has been developed for the efficient synthesis of structurally diverse N-cyclohexyl-2-(2,4-dioxo-2,3,4,5-tetrahydro-1H-benzo[b][1,5]diazepin-3-yl)-2-phenylacetamides through a one-pot, five-component condensation reaction of an aromatic diamine, an aromatic aldehyde, an isocyanide, ethyl malonyl chloride, and water in dichloromethane with good yields, at ambient temperature, in the presence of MgCl2 as a catalyst. © 2017 Taylor & Francis.
Kazemi, Z. ,
Amiri rudbari, H. ,
Mirkhani, V. ,
Sahihi, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Abbasi kajani, A. ,
Azimi gandomani, G. Publication Date: 2017
European Journal of Medicinal Chemistry (02235234) 135pp. 230-240
The reaction of a racemic mixture of Schiff base tridentate ligand with vanadium(V) affords homochiral vanadium complex, (VO(R-L))2O and (VO(S-L))2O due to ligand “self-recognition” process. The formation of homochiral vanadium complex was confirmed by 1H NMR, 13C NMR and X-ray diffraction. The HSA- and DNA-binding of the resultant complex is assessed by absorption, fluorescence and circular dichroism (CD) spectroscopy methods. Based on the results, the HSA- and DNA-binding constant, Kb, were found to be 8.0 × 104 and 1.9 × 105 M−1, respectively. Interestingly, in vitro cytotoxicity assay revealed the potent anticancer activity of this complex on two prevalent cancer cell lines of MCF-7 (IC50 value of 14 μM) and HeLa (IC50 value of 36 μM), with considerably low toxicity on normal human fibroblast cells. The maximum cell mortality of 12.3% obtained after 48 h incubation of fibroblast cells with 100 μM of the complex. Additionally, the specific DNA- and HSA-binding was also shown using molecular docking method. The synthesized complex displayed high potential for biomedical applications especially for development of novel and efficient anticancer agents. © 2017 Elsevier Masson SAS
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2017
Journal Of The Iranian Chemical Society (1735207X) 14(7)pp. 1583-1589
Sulfonic acid-functionalized (SO3H-functionalized) mesoporous MCM-41 catalyst was synthesized by anchoring 3-((3-(trimethoxysilyl)propyl)thio)propane-1-sulfonic acid onto MCM-41-type silica and characterized by FT-IR spectroscopy, elemental analysis and scanning electron microscopy (SEM) techniques. The catalyst was used for the efficient multi-component synthesis of 1H-pyrazolo-[3,4-b]pyridines and spiro-pyrazolo-[3,4-b]pyridines. Notably, the catalyst could be recycled and reused with negligible loss in activity over seven cycles. © 2017, Iranian Chemical Society.
Publication Date: 2017
Journal Of The Iranian Chemical Society (1735207X) 14(6)pp. 1139-1150
Abstract: Two new palladium catalysts immobilized on modified magnetic nanoparticles containing NNN and NNS Schiff base ligands were synthesized and characterized by FT-IR spectroscopy, thermogravimetric analysis, X-ray diffraction, X-ray photoelectron spectroscopy, transmission electron microscopy, CHNS and ICP. These catalytic systems, containing Pd nanoparticles, showed high activity in the Suzuki–Miyaura cross-coupling of phenylboronic acid with aryl halides. The activity, Pd loading, reusability and Pd leaching of these catalysts were compared. The supported catalysts have the advantage to be completely recoverable with the simple application of an external magnetic field. The immobilized palladium catalysts could be reused several times without significant loss of their catalytic activities. Graphical Abstract: [Figure not available: see fulltext.]. © 2017, Iranian Chemical Society.
Publication Date: 2016
Journal Of The Iranian Chemical Society (1735207X) 13(6)pp. 1061-1067
Effective epoxidation of alkenes using sodium periodate was accomplished with Manganese (III) tetrakis(p-sulfonatophenyl)porphyrin, [C44H26N4O12S4Na4], supported on ionic liquids-modified silica, Im-SiO2, under ultrasonic irradiation conditions is reported. This heterogeneous catalyst, [Mn(TPPS)@SiO2-Im] was characterized by elemental analysis, scanning electron microscopy (SEM), FT-IR and UV–Vis spectroscopic methods. The synthesized hybrid catalyst was applied for efficient epoxidation of various alkenes with sodium periodate in acetonitrile under ultrasonic irradiation conditions. This solid catalyst can be easily recovered by simple filtration and reused several time without apparent loss of its catalytic activity. © 2016, Iranian Chemical Society.
Publication Date: 2016
New Journal of Chemistry (11440546) 40(3)pp. 2280-2286
In this work, a new, recoverable and heterogeneous catalyst was prepared by covalent attachment of the Cu(ii) complex of 1,2-bis(4-aminophenylthio)ethane onto graphene oxide via the amide linkages. The structural and chemical nature of the catalyst was characterized by a variety of techniques such as Fourier transform infrared and diffuse reflectance UV-visible spectroscopies, X-ray diffraction, thermogravimetric analysis, transmission electron microscopy, field emission scanning electron microscopy and inductively coupled plasma atomic emission spectroscopy. The catalytic activity of this catalyst was investigated in the epoxidation of olefins with tert-butyl hydroperoxide. The catalyst has great reusability and stability in the epoxidation reactions. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016.
Pahlevanneshan, Z. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Loghmani-khouzani, H. Publication Date: 2016
Journal of Organometallic Chemistry (0022328X) 809pp. 31-37
A new catalytic system based on Pd-NHC complex utilizing (4-pyridyl)bis(imidazolyl)methane as a bidentate NHC ligand supported on nano. silica is introduced. The catalyst was characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray analysis, transmission electron microscopy and elemental analysis. This heterogeneous catalytic system exhibited excellent activity in the Suzuki-Miyaura coupling reaction of various aryl halides with phenylboronic acid, and was reusable several times without significant loss of its catalytic activity. (C) 2016 Elsevier B.V. All rights reserved.
Kardanpour, R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Zadehahmadi, F. Publication Date: 2016
Journal of Solid State Chemistry (1095726X) 235pp. 145-153
Efficient synthesis of various benzimidazoles and benzothiazoles under mild conditions catalyzed by Cu(II) anchored onto UiO-66-NH2 metal organic framework is reported. In this manner, first, the aminated UiO-66 was modified with thiophene-2-carbaldehyde and then the prepared Schiff base was reacted with CuCl2. The prepared catalyst was characterized by FT-IR, UV-vis, X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), N2 adsorption, inductively coupled plasma atomic emission spectroscopy (ICP-AES) and field emission scanning electron microscopy (FE-SEM). The UiO-66-NH2-TC-Cu was applied as a highly efficient catalyst for synthesis of benzimidazole and benzothiazole derivatives by the reaction of aldehydes with 1,2-diaminobenzene or 2-aminothiophenol. The Cu(II)-containing MOF was reused several times without any appreciable loss of its efficiency. © 2015 Elsevier Inc.
Mohammadiannejad-abbasabadi, K. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Kia, R. Publication Date: 2016
Tetrahedron (14645416) 72(11)pp. 1433-1439
A variety of novel triarylmethanes including bis-(dihexyloxyphenyl)arylmethanes and diveratrylmethanes were prepared by the domino Friedel-Crafts alkylation of arenes with aldehydes catalysed by Bi(OTf)3. The reaction of veratrole with aromatic dialdehydes afforded different results based on the molar ratio of reactants and the nature of aromatic dialdehydes. Bi(OTf)3/O2is shown to be a highly efficient reagent system to promote the tandem three-step reaction of acylals with bis-(dihexyloxyphenyl)arylmethanes or diveratrylmethanes for the preparation of 9,10-disubstituted-2,3,6,7-tetraalkoxyanthracenes. The substrate scope, the simplicity of the reactions and work-up processes, besides a significant improvement in the yields and reaction times are valuable advantages of these methods, which represent a new and powerful route to multi-substituted anthracenes. © 2016 Elsevier Ltd.
Soltani, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2016
Comptes Rendus Chimie (18781543) 19(3)pp. 381-389
A mild and environmentally-benign protocol for the efficient synthesis of polysubstituted pyrroles via a one-pot three-component reaction of amines, α-bromo ketones and dialkyl acetylenedicarboxylate using H3PW12O40 as a recyclable heterogeneous catalyst under solvent-free conditions at room temperature is reported. Importantly, the synthesis of symmetrical and unsymmetrical polysubstituted bis-pyrroles has been performed in good yields for the first time, which can be considered as a salient feature of this protocol. © 2015 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Tavassoli, M. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2016
ACS Sustainable Chemistry and Engineering (21680485) 4(3)pp. 1454-1462
Silica-nanoparticle-supported copper-containing ionic liquid (SNIL-Cu(II)) provided a highly stable, active, reusable, spherical, and solid-phase catalyst for click chemistry. The SNIL-Cu(II) catalyst was readily prepared from 1,2-bis(4-pyridylthio)ethane immobilized on silica nanoparticles modified with 3-chloropropyltrimethoxysilane and Cu(OTf)2, and the morphology, structure, and properties of nanoparticles were investigated through different analytical tools. This catalytic system showed high activity in a one-pot synthesis of 1,4-disubstituted 1,2,3-triazoles by click reactions between a variety of alkynes, organic halides, and sodium azide at room temperature in aqueous polyethylene glycol as a green medium with a high turnover frequency (up to 7920 h-1). Moreover, the SNIL-Cu(II) was also used as an efficient catalyst for the preparation of a series of multifold 1,4-disubstituted 1,2,3-triazoles. Also, this unique catalyst was readily reused without any decrease in its catalytic activity to give the corresponding triazoles quantitatively. © 2015 American Chemical Society.
Rahmani, F. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2016
Tetrahedron Letters (00404039) 57(21)pp. 2294-2297
The efficient synthesis of novel fused pyridines via the three component condensation of aldehydes, kojic acid, and 6-amino-1,3-dimethyluracil, catalyzed by the ionic liquid aminopropyl-1,3,5-triazine-2,4-diphosphonium hydrogen sulfate supported on functionalized nano-silica, under solvent-free conditions is reported. Additionally, bis-derivatives of these compounds were smoothly synthesized from dialdehydes. This method has the advantages of mild conditions, high yields, short reaction times, easy work-up, and being environmentally friendly. Moreover, the catalyst can be easily separated from the reaction mixture, recycled, and reused several times without a noticeable decrease in catalytic activity. © 2016 Elsevier Ltd. All rights reserved.
Publication Date: 2016
Journal Of The Iranian Chemical Society (1735207X) 13(8)pp. 1509-1516
Efficient epoxidation of alkenes catalyzed by tetrakis(p-aminophenyl)porphyrinatomanganese(III) chloride, [Mn(TNH2PP)Cl], supported on graphene oxide nanosheets, is reported. The catalyst, [Mn(TNH2PP)Cl]@GO, was prepared by covalent attachment of amino groups of porphyrin to carboxylic acid groups of GO. This new heterogenized catalyst was characterized by ICP, FT-IR and diffuse reflectance UV–vis spectroscopies, scanning electron microscopy and transmission electron microscopy. This catalyst was applied as an efficient and reusable catalyst in the epoxidation of alkenes with NaIO4 at room temperature, in the presence of imidazole as axial ligand. The most noteworthy advantage of [Mn(TNH2PP)Cl]@GO is its high reusability in the oxidation reactions, in which the catalyst was reused several times without significant loss of its catalytic activity. © 2016, Iranian Chemical Society.
Nasirian, A. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Keshavarzi, R. Publication Date: 2016
Applied Solar Energy (English translation of Geliotekhnika) (0003701X) 52(1)pp. 32-39
In this work, nanocrystalline P25 TiO2 films with different thicknesses were deposited on FTO coated glass substrates by an electrophoretic deposition technique (EPD) and applied as the work electrode for dye-sensitized solar cells (DSSC) using cis-bis(isothiocyanato)(2,2'-bipyridyl-4,4'-dicarboxylato)(4,4'di-nonyl-2'-bipyridyl) ruthenium(II) (Z907, Dyesol) as sensitizing dye.The results showed that the increasing the thickness of TiO2 films lead to increase the adsorption of the dye on the TiO2 layers which in turns improved the short-circuit photocurrent (Jsc) and open-circuit voltage (Voc), respectively. Furthermore, it was found that the effects of the surface states on the recombination of the photo-injected electrons (electron–hole pairs) in the TiO2 films strongly depend on theTiO2 electrode annealing temperature. Finally, a DSSC with a 32.82 μm thickness for TiO2 film annealed at 600°C produced the highest conversion efficiency with an incident solar energy of 100 mW/cm2 (η = 8.23%, Jsc = 15.98, Voc = 0.73, FF = 0.7). © 2016, Allerton Press, Inc.
Publication Date: 2016
RSC Advances (20462069) 6(24)pp. 20128-20134
In this paper, Mn(iii) salophen supported on a nanosilica triazine dendrimer was synthesized and characterized by FT-IR, UV-vis spectroscopic methods, SEM, TEM, TGA and ICP analyses. This catalyst was used in the epoxidation of different cyclic and linear alkenes with sodium periodate under agitation with magnetic stirring. Furthermore, the influence of vital reaction parameters such as solvent, oxidant and amount of catalyst on the epoxidation of alkenes was investigated. This heterogeneous catalyst shows high stability and reusability in the epoxidation of alkenes. © The Royal Society of Chemistry 2016.
Saeidian, H. ,
Mirkhani, V. ,
Faraz, S.M. ,
Sarabadani, M. ,
Naseri, M.T. ,
Ashrafi, D. ,
Mirjafary, Z. ,
Babri, M. Publication Date: 2016
International Journal of Mass Spectrometry (13873806) 396pp. 13-21
A class of S-alkyl methylphosphonochloridothioites 3 (11 compounds), S,S′-dialkyl methylphosphonodithioites 4 (12 compounds) and S-alkyl S′-alkyl′ methylphosphonodithioites 5 (9 compounds) were synthesized and were analyzed using gas chromatography-electron ionization mass spectrometer (GC-EIMS). Generalized fragmentation pathways under experimental condition for synthesized compounds are proposed based on analysis of fragment ions of deuterated analogs and density functional theory (DFT) calculations. Results of the study were undertaken with a view to enrich the Organization for the Prohibition of Chemical Weapons (OPCW) Central Analytical Database (OCAD), which may be used for detection and identification of Chemical Weapons Convention (CWC)-related chemicals during on-site inspection and/or off-site analysis, such as OPCW proficiency tests. © 2015 Elsevier B.V. All rights reserved.
Rezaei, S. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2016
RSC Advances (20462069) 6(95)pp. 92463-92472
The organic palladium complex (trans-dichlorobis(4-iodoaniline-κN)palladium(ii)) was encapsulated into a porous metal-organic framework MIL-Cr (Pd complex@MIL-Cr) using ship-in-a-bottle strategy. The novel catalyst as a three dimensional nanoreactor was fully characterized using different techniques such as XRD, BET, XPS, SEM, EDX, TEM and ICP. The Pd complex@MIL-Cr is isostructural to the parent MIL-Cr framework, with a high surface area and pore volume of ca. 1418 m2 g-1 and 0.87 cm3 g-1, respectively. The nanoreactor was highly efficient in the catalytic conversion of aryl halides, showing extraordinarily higher activity than the homogeneous Pd counterparts. Surprisingly, high yields were achieved in Suzuki-Miyaura and Heck coupling reactions of chloroarenes bearing a wide range of substituents. Besides, this protocol could be extended to the cross-couplings of 2-bromo and 2,6-dibromopyridine with arylboronic acids in excellent yields at room temperature. The Pd complex@MIL-Cr was also used as an efficient and convenient catalyst for the preparation of a series of C3-symmetric molecules with benzene, pyridine or pyrimidine units as the central core. Moreover, the catalyst could be recovered easily and reused several times without any considerable loss of its catalytic activity. Investigation of the nature of the recovered catalyst showed that the catalyst is converted to Pd nanoparticles. © 2016 The Royal Society of Chemistry.
Daneshvar, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khalili, A. Publication Date: 2016
Organometallics (15206041) 35(11)pp. 1747-1755
In this work, the unusual ability of a ruthenium hydride catalyst, [RuHCl(PPh3)3CO], supported on gold nanoparticle cored triazine dendrimers in the Suzuki-Miyaura cross-coupling reaction and also in the synthesis of diaryl ketones is reported. [Ru-H@AuNPs-TD] was characterized by Fourier transform infrared spectroscopy, CHNS, TEM, SEM, ICP, and TGA analyses. The ruthenium hydride catalyst was used as a heterogeneous catalyst for the C-C coupling reactions of aryl halides with phenylboronic acids, and the biphenyl derivatives were produced in good to excellent yields. On the other hand, this catalytic system was applied for synthesis of diaryl ketones by the reaction of phenylboronic acids with substituted benzaldehydes. Moreover, this catalyst can be well-dispersed in the reaction medium, conveniently separated from the reaction mixture, and reused several times without significant loss of its activity. © 2016 American Chemical Society.
Zakeri, M. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Pahlevanneshan, Z. Publication Date: 2016
RSC Advances (20462069) 6(106)pp. 104608-104619
The catalytic activity of a new thiol based dendritic polymer immobilized on nano silica containing palladium nanoparticles was studied in C-C coupling reactions. In this manner, functionalized silica nanoparticles were reacted with 1,3,5-benzenetricarbonyl and then with 1,2-ethanedithiol. Finally, this new dendritic material was used as host for carrying of Pd nanoparticles. Thermogravimetric and elemental analyses are in a proper correlation and confirm the successful synthesis of the dendritic polymer. The characterization of the catalyst by transmission electron microscopy, EDX and elemental mapping, show a uniform dispersed, nano-scaled Pd particles in denderimer's cavities and also on the surface functional groups. This insoluble nanosilica thiolated dendritic polymer-supported Pd nanoparticles, showed a set of favorable properties to be used as a heterogeneous and reusable catalyst in the Suzuki-Miyaura and Heck C-C coupling reactions. © The Royal Society of Chemistry 2016.
Publication Date: 2016
Polyhedron (02775387) 115pp. 61-66
A new hybrid complex based on covalent interaction between 1,2-bis(p-aminophenylthio)ethane, (BAPTE), and a Lindqvist type polyoxometalate, Mo6O192-, was prepared. This new hybrid catalyst, CuII(BAPTE)Cl2-[n-Bu4N]4[Mo6O18]2, was characterized by 1H NMR, FT-IR, and UV-Vis spectroscopic methods and cyclic voltammetry. The catalytic activity of CuII(BAPTE)Cl2-[n-Bu4N]4[Mo6O18]2 hybrid material was investigated in the three component reaction of sodium azide, phenylacetylene and benzyl halides and the corresponding 1,2,3-triazoles were produced in good to excellent yields. The reusability of this catalyst was also investigated. © 2016 Elsevier Ltd. All rights reserved.
Asadi, B. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Landrani, A. Publication Date: 2016
New Journal of Chemistry (11440546) 40(7)pp. 6171-6184
A new Bi(iii) immobilized triazine dendrimer-stabilized magnetic nanoparticle (Fe3O4@TDSN-Bi(iii)) catalyst was prepared and characterized by FT-IR, TGA, elemental analysis, FE-SEM, TEM, VSM, XRD, XPS and lCP-OES techniques. This catalyst was used efficiently for the preparation of different aminonaphthoquinones via a one-pot three-component reaction of lawsone, aldehydes and amines in EtOH as a green solvent at room temperature. This catalytic system also showed excellent activity in the synthesis of symmetric and unsymmetric bis-aminonaphthoquinones from dialdehyde and/or diamine in high yields and purity via an easy work-up procedure. The easy recovery and reusability of the catalyst make this method attractive for green chemistry. This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2016.
Kazemi, Z. ,
Amiri rudbari, H. ,
Sahihi, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Gharaghani, S. Publication Date: 2016
Journal of Photochemistry and Photobiology B: Biology (18732682) 162pp. 448-462
Novel metal-based drug candidate including VOL2, NiL2, CuL2 and PdL2 have been synthesized from 2-hydroxy-1-allyliminomethyl-naphthalen ligand and have been characterized by means of elemental analysis (CHN), FT-IR and UV–vis spectroscopies. In addition, 1H and 13C NMR techniques were employed for characterization of the PdL2 complex. Single-crystal X-ray diffraction technique was utilized to characterise the structure of the complexes. The Cu(II), Ni(II) and Pd(II) complexes show a square planar trans-coordination geometry, while in the VOL2, the vanadium center has a distorted tetragonal pyramidal N2O3 coordination sphere. The HSA-binding was also determined, using fluorescence quenching, UV–vis spectroscopy, and circular dichroism (CD) titration method. The obtained results revealed that the HSA affinity for binding the synthesized compounds follows as PdL2 > CuL2 > VOL2 > NiL2, indicating the effect of metal ion on binding constant. The distance between these compounds and HSA was obtained based on the Förster's theory of non-radiative energy transfer. Furthermore, computational methods including molecular docking and our Own N-layered Integrated molecular Orbital and molecular Mechanics (ONIOM) were carried out to investigate the HSA-binding of the compounds. Molecular docking calculation indicated the existence of hydrogen bond between amino acid residues of HSA and all synthesized compounds. The formation of the hydrogen bond in the HSA-compound systems leads to their stabilization. The ONIOM method was utilized in order to investigate HSA binding of compounds more precisely in which molecular mechanics method (UFF) and semi empirical method (PM6) were selected for the low layer and the high layer, respectively. The results show that the structural parameters of the compounds changed along with binding to HSA, indicating the strong interaction between the compounds and HSA. The value of binding constant depends on the extent of the resultant changes. This should be mentioned that both theoretical methods calculated the Kb values in the same sequence and are in a good agreement with the experimental data. © 2016 Elsevier B.V.
Kazemi, Z. ,
Amiri rudbari, H. ,
Sahihi, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Azimi gandomani, G. ,
Gharaghani, S. ,
Abbasi kajani, A. Publication Date: 2016
Journal of Photochemistry and Photobiology B: Biology (18732682) 163pp. 246-260
A racemic mixture of a new chiral Schiff base ligand (HL: R/S-(1-phenylethylimino)methylnaphtalen-2-ol) has been utilized to prepare Pd(II) complex. Crystallization technique has been employed to separate diastereomeric pairs of Pd(II) complex: (meso PdL2) and (rac PdL2) that in this paper are known as PdL2 1 and PdL2 2, respectively. The synthesized complexes have been characterized by means of elemental analysis (CHN), FT-IR, 1H and 13C NMR spectroscopies. Moreover, PdL2 1 has been structurally characterized by single-crystal X-ray diffraction. The geometry around the metal center is square-planar. The interaction of two diastereomers of Pd(II) complex with FS-DNA has been explored, using UV–vis spectroscopy, fluorescence quenching, chemometrics and viscosity measurement methods. The PdL2 1 exhibited higher binding constant, about 10-fold, (1.0 × 106 M− 1) as compared to PdL2 2 (1.5 1.5 × 105 M− 1). Moreover, the human serum albumin (HSA) binding ability has been monitored by absorption, quenching of tryptophan fluorescence emission and circular dichroism (CD) studies. The slight difference is observed between HSA binding affinity with the complexes: PdL2 1 (6.2 × 104 M− 1) and PdL2 2 (3.3 × 104 M− 1). Also, the thermodynamic parameters were determined at three different temperatures (298, 308 and 318 K). In this study, molecular docking was also carried out to confirm and illustrate the specific DNA- and HSA-binding of the Pd(II) complexes. In the PdL2 1-HSA system a T-shaped π-π interaction with PHE206 was observed. While in the PdL2 2-HSA system there are a hydrogen bond, a π-cation and two T-shaped π-π interactions with ASB324, LYS212 and PHE228, respectively. The groove binding mode of DNA interaction has been proposed for both diastereomers. © 2016 Elsevier B.V.
Publication Date: 2016
International Journal of Mass Spectrometry (13873806) 396pp. 5-12
VX and its six other isomers which are potentially nerve agents with molecular weight of 267 were synthesized and their EI and CI MS spectra were studied. Although the major ions in the mass spectra for these isomers are similar, these chemicals could be distinguished based on some low abundance characteristic ions. Structures of fragments were assigned using EI-MS analysis of the deuterated analogs. Density functional theory was also applied to show preferred fragmentation pathways. This study is also focused on calculation of the electrophilicity index of VX and its structural isomers, in order to elucidate their reactive nature. © 2015 Elsevier B.V. All rights reserved.
Rastegari, F. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. Publication Date: 2015
RSC Advances (20462069) 5(20)pp. 15274-15282
1-Methyl-3-(propyl-3-sulfonic acid)imidazolium triflate supported on magnetic nanoparticles ([HSO3PMIM]OTf-SiO2@MNPs) was prepared by immobilization of [HSO3PMIM]OTf onto the surface of silica-coated Fe3O4 nanoparticles and characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), vibrating sample magnetometry (VSM), and FT-IR techniques. Efficient synthesis of mono- and bis-isobenzofuran-1(3H)-ones was performed in the presence of this catalyst under thermal conditions and MW irradiation. The catalyst could be easily separated by an external magnet and reused six times under thermal conditions and MW irradiation without significant loss of its activity. © 2015 The Royal Society of Chemistry.
Salami-ranjbaran, E. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2015
ACS Combinatorial Science (21568952) 17(8)pp. 452-458
In this article, an original one-pot method is utilized to synthesize a variety of derivatives of naphtho[2,1-b]furan-2(1H)-one via a pseudo-four-component domino reaction of aryl aldehydes, acetic anhydride, hippuric acids, and 2-naphthols catalyzed by HSW@SPIONs. This reaction illustrates an array of attractive features including, with particular interest in this report, a convenient and unique process of creating and utilizing a powerful recyclable nanocatalyst. (Chemical Equation Presented). © 2015 American Chemical Society.
Pourshahrestani, S. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Khosropour, A.R. ,
Mirkhani, V. Publication Date: 2015
Journal Of The Iranian Chemical Society (1735207X) 12(4)pp. 573-580
Bi(OTf)3 was found to be an efficient, reusable and high yielding catalyst for the synthesis of dihydropyrano[3,2-b]chromenediones via the three-component reaction of aromatic aldehydes, kojic acid and 1,3-diones. The catalyst could be separated and recovered easily, and was reused for several runs without significant loss of its activity. © 2014 Iranian Chemical Society.
Samani ghaleh taki, B. ,
Rostami, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Jamali moghadam, A. ,
Kia, R. Publication Date: 2015
Journal of Heterocyclic Chemistry (0022152X) 52(6)pp. 1848-1857
In the present work, a simple, green, rapid, and catalyst-free procedure for the synthesis of benzamide derivatives by ring opening of azlactones with diamines such as ethylene diamine and 1,3-propylenediamine is described. The present method offers several advantages such as short reaction times, easy work-up, and mild reaction conditions in the absence of catalyst and any toxic solvent and material. In addition, the structure obtained by X-ray crystallography was compared with the theoretical results obtained by density functional theory using the B3LYP functional and cc-pVDZ basis sets. © 2014 HeteroCorporation.
Zadehahmadi, F. ,
Ahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. Publication Date: 2015
Journal of Molecular Catalysis A: Chemical (13811169) 398pp. 1-10
In the present work, the catalytic activities of two supported tin(IV) porphyrin catalysts were investigated in the fixation of CO2 with epoxides under mild conditions (50 °C and atmospheric pressure). In this manner, a new heterogeneous catalyst based on covalent interaction of 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], with chloromethylated MIL-101(Cr), CM-MIL-101 was prepared and characterized by UV-vis, FT-IR, X-ray diffraction (XRD), N2 adsorption, field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX) and inductively coupled plasma (ICP) methods. The results obtained by this catalytic system in the preparation of cyclic carbonates were compared with those obtained in the presence of chloromethylated polystyrene bound tin(IV) porphyrin, [SnIV(TNH2PP)(OTf)2]@CMP. The effect of reaction parameters and reusability of the both catalysts were also investigated. © 2014 Elsevier B.V. All rights reserved.
Saeidian, H. ,
Mirkhani, V. ,
Faraz, S.M. ,
Naseri, M.T. ,
Babri, M. Publication Date: 2015
European Journal of Mass Spectrometry (17516838) 21(6)pp. 783-789
This study includes the characterization of isomeric VX organophosphorus adducts on albumin in human plasma using liquid chromatography- tandem mass spectrometry (LC-MS/MS). VX or its structural isomers were spiked into a vial containing plasma in order to obtain phosphorylated albumin. After pronase and trypsin digestion, the resulting solutions were analyzed to confirm adduct formation with the amino acid tyrosine on the albumin in human plasma. The LC-MS/MS experiments show that VX and its isomers can be attached to tyrosine on the albumin in human blood. Mass spectrometric studies revealed some interesting fragmentation pathways during the ionization process, such as ethylene, formic acid and ammonia elimination and an intermolecular electrophilic aromatic substitution reaction. The proposed mechanisms for the formation of the fragments were confirmed through the analysis of fragments of deuterated adducts. © IM Publications LLP 2015 All rights reserved.
Meghdadi, S. ,
Mirkhani, V. ,
Kia, R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2015
Polyhedron (02775387) 85pp. 519-524
The direct electrosynthesis of neutral copper(II) and zinc(II) complexes of a new unsymmetrical carboxamide ligand, N,N′-bis(2-pyridinecarboxamide)-2-aminobenzylamine (H2bpabza) derived from 2-pyridinecarboxylic acid and 2-aminobenzylamine, was accomplished by electrochemical oxidation of anodic metals (copper and zinc) in an acetonitrile solution of the ligand. These compounds were characterized by elemental analyses and different spectroscopic methods. The crystal and molecular structures of the ligand, H2bpabza, and its copper complex, Cu(bpabza), were determined by X-ray diffraction. The copper atom adopts a distorted square-pyramidal (4 + 1) CuN2N′N″O coordination geometry with bpabza2- acting as a dianionic tetradentate ligand furnishing four N atoms in the base, with the O atom of a carbonyl group from an adjacent molecule in the apical position of the coordination environment. © 2014 Elsevier B.V. All rights reserved.
Publication Date: 2015
Journal Of The Iranian Chemical Society (1735207X) 12(3)pp. 529-536
In the present study, electrophoretic deposition of TiO2 particles (Degussa P-25) from three different media (methanol, ethanol and isopropanol) for the formation of electrodes for dye-sensitized solar cells using bis(tetrabutylammonium) cis-diisothiocyanato-bis(2,2′;-bipyridyl-4,4′-dicarboxylato) ruthenium(II) (N719, Solaronix) as a sensitizer is reported. The UV-Vis spectra of adsorbed dye on the three different layers show that more dye is loaded on the deposition sample in methanol media. The current-voltage (I-V) characteristics of these cells show that for the cell prepared in methanol media, the efficiency is more than other cells (η = 7.06 %, Jsc = 12.9, Voc = 0.75, FF = 0.73). © Iranian Chemical Society 2014.
Kardanpour, R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Zadehahmadi, F. Publication Date: 2015
Journal of Solid State Chemistry (1095726X) 226pp. 262-272
Metal-organic frameworks (MOFs) containing Mo Schiff base complexes were prepared by post-synthesis method and applied as efficient catalysts in the epoxidation of alkenes with tert-BuOOH. In this manner, UiO-66-NH2 (UiO=University of Oslo) MOF was reacted with salicylaldehyde and thiophene-2-carbaldehyde to produce bidentate Schiff bases. Then, the Schiff base ligands were used for immobilization of molybdenyl acetylacetonate. These new catalysts were characterized by FT-IR, UV-vis spectroscopic techniques, X-ray diffraction (XRD), BET, inductively coupled plasma atomic emission spectroscopy (ICP-AES) and field emission scanning electron microscopy (FE-SEM). These catalytic systems showed excellent activity in the epoxidation of alkenes such as cyclic and linear ones with tert-butyl hydroperoxide (TBHP) in 1,2-dichloroethane, and reused several times without any appreciable loss of their activity. © 2014 Elsevier Inc. All rights reserved.
Publication Date: 2015
RSC Advances (20462069) 5(94)pp. 76875-76882
Polyoxometalates (POMs) are a class of inorganic metal-oxygen clusters comprising many elements, with unique structures and molecular weights, which possess similar energy band structures to metal oxides. In this research, for the first time, a Keggin-type hybrid polyoxometalate [SiW11O39(Si(CH2)3NH2)2O] (Hybrid-POM) is used as a pure semiconductor thin film in the working electrode of an efficient dye-sensitized solar cell (DSC) which was fabricated with a D35 organic dye as the sensitizer and a one-electron fast redox mediator cobalt complex. The D35 dye is attached to the surface of the POM by a strong amide bond (D35@Hybrid-POM). For comparison, two DSCs were also fabricated with mesoporous anatase TiO2, with and without a titania blocking layer, under the same conditions of electrolyte, sensitizer and counter electrode. J-V measurements of the DSCs were obtained under AM1.5G irradiation and photoelectrochemical parameters like open-circuit voltage (Voc), short-circuit current density (Jsc), fill factor (FF), voltage decay and the overall efficiency were measured and compared to the mesoporous titania cells. The J-V curves show a promising enhancement overall in the DSC with the D35@Hybrid-POM structure in comparison with other prevalent mesoporous titania cells. Incident photon to current conversion efficiency spectra of the D35@Hybrid-POM DSCs and mesoporous titania with TBL (titania blocking layer) working electrodes were also obtained. A maximum IPCE of about 91% was found for the DSC employing D35@Hybrid-POM which is about 30% higher than the DSC with the mesoporous titania layer. The voltage decay measurements, calculated electron lifetime and effective recombination order (β) showed that the electron lifetime becomes promisingly longer when we use the Hybrid-POM structure in the photoanode. Thus, these results show that the rates of recombination and electron transfer of the cobalt mediator system at the surface of Hybrid-POM are very slow. ©2015 The Royal Society of Chemistry.
Soltani, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2015
Journal Of The Iranian Chemical Society (1735207X) 12(8)pp. 1369-1380
Abstract An efficient and facile method for the synthesis of 2-arylindoles, 2-arylimidazo[1,2-a]pyridines and 2-arylquinoxalines by the reaction of various α-bromo ketones with anilines, 2-aminopyridine and 1,2-phenylenediamine, respectively, in the presence of N-methylimidazolium trifluoromethanesulfonate ionic liquid supported on nano-silica ([Hmim]OTf@nano-SiO2) as a reusable catalyst under solvent-free conditions has been developed. The bis-derivatives of these compounds were also prepared efficiently, for the first time, using this catalytic system. All products were obtained in high yields and in short reaction times. © 2015 Iranian Chemical Society.
Publication Date: 2015
Comptes Rendus Chimie (18781543) 18(6)pp. 654-661
The benign synthesis of two new carboxamide ligands L 1 =1,2-bis(2-hydroxybenzamido)-4,5-dimethylbenzene (H4Me2hybeb) and L 2 =1,2-bis(2-hydroxy-3-naphthamido)-4,5-dimethylbenzene (H4Me2hyneb) from unprotected hydroxyaromatic carboxylic acids and the electrochemical synthesis of their mixed valance tetranuclear cobalt complexes, [Co4(μ3-OH)2(μ2-Me2hybeb)2(CH3CN)6] (1), and [Co4(μ3-OH)2(μ2-Me2hyneb)2(CH3CN)6] (2) by electrochemical oxidation of cobalt metal in acetonitrile solution is reported. The carboxamide ligands act as tetraanionic tetradentate ligands. The crystal structures of the two ligands L 1 and L 2 and of complex 1 have been determined in detail by X-ray crystallography. Complexes 1 and 2 consist of discrete mixed valence (Co2 II-Co2 III) defective dicubane molecular units, where each cobalt atom attains a distorted octahedral geometry. © 2014 Académie des sciences.
Publication Date: 2015
Journal Of The Iranian Chemical Society (1735207X) 12(3)pp. 477-485
Bis(oxazoline) ligand, [2,2′-(1,3-phenylene)bis(oxazole-4,2-diyl)]-dimethanol, derived from dicyanobenzene was applied as ligand for complexation with vanadium.The catalyst was characterized by FT-IR, UV-Vis, 1H NMR spectroscopic methods, CHNS, ICP and thermal analyses, and magnetic susceptibility. The catalytic activity of this complex was then studied in the epoxidation of alkenes with TBHP (tert-butyl hydroperoxide), in acetonitrile. The effect of reaction parameters such as kind of solvent and oxygen donors was studied in the epoxidation of cyclooctene. The catalytic activity of this catalyst was also investigated in the oxidation of sulfides with H2O2 in ethanol and the corresponding sulfoxides and sulfones were produced. © Iranian Chemical Society 2014.
Publication Date: 2015
Dalton Transactions (14779226) 44(4)pp. 1709-1715
Herein, the synthesis, characterization and photocatalytic application of a novel hybrid polyoxometalate, which can absorb light in the visible region, are reported. This hybrid material was synthesized by attaching a monovacant polyoxometalate, (SiW11O39), through a (3-aminopropyl)triethoxysilane linker to the anthracene. The hybridization with anthracene drastically decreased the band gap of the polyoxometalate and made it a good candidate for utilization in photocatalytic applications under visible light. In this aspect, this photocatalyst was used for the oxidation of alcohols into the corresponding carbonyl compounds under an O2 atmosphere. Different benzylic and aliphatic alcohols were treated in the presence of this photocatalyst under the optimum reaction conditions and provided the corresponding carbonyl compounds in high yields. This journal is © 2015 The Royal Society of Chemistry.
Publication Date: 2015
Journal of Materials Chemistry A (20507496) 3(5)pp. 2294-2304
Ordered and disordered mesoporous titania thick films up to about 7 μm thickness were successfully synthesized by an evaporation-induced self-assembly (EISA) process using dip and spin coating methods. To obtain crack-free thick films with high crystallinity and roughness factor we used a stabilization step after each coating and a calcination step after every five layers. Transmission electron microscopy (TEM), X-ray diffraction (XRD), scanning electron microscopy (SEM), BET analysis, ellipsometric analysis and UV-visible absorption spectroscopy (UV-vis) were used to characterize the microstructural features of the films. These mesoporous TiO2 thick films were tested in dye-sensitized solar cells (DSSCs). The photovoltaic performances of cells made from meso-films prepared by dip and spin coating methods were compared and a maximum efficiency of 8.33% was achieved. This is the highest efficiency so far reported for DSSCs made from mesoporous titania templated films. The mesostructured films were compared with nanocrystalline TiO2 films (NC-TiO2) that are commonly used in DSSCs and showed superior performance. © The Royal Society of Chemistry 2015.
Zadehahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kardanpour, R. Publication Date: 2015
Applied Organometallic Chemistry (02682605) 29(4)pp. 209-215
The catalytic activity of 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], supported on chloromethylated MIL-101, was investigated in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) and also their tetrahydropyranylation with 3,4-dihydro-2H-pyran. Excellent yields, mild reaction conditions, short reaction times and reusability of the catalyst without significant decrease in its initial activity are noteworthy advantages of this supported catalyst. Copyright © 2015 John Wiley & Sons, Ltd.
Pahlevanneshan, Z. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2015
Applied Organometallic Chemistry (02682605) 29(6)pp. 346-352
Suzuki reactions catalysed by a palladium(II) complex of a functionalized bis(imidazolium) ligand, PdII(BIM), immobilized on Dowex 50 WX8 and Amberlite IR-120 ion-exchange resins as heterogeneous, recyclable and active catalysts are reported. The catalysts, PdII(BIM)@Amberlite IR-120 and PdII(BIM)@Dowex 50 WX8, were characterized using Fourier transform infrared and diffuse-reflectance UV-visible spectroscopies and scanning electron microscopy. These heterogeneous catalysts are oxygen-insensitive and air- and moisture-stable in C-C coupling reactions, and are reusable several times without significant loss of their catalytic activity. Copyright © 2015 John Wiley & Sons, Ltd.
Publication Date: 2015
Langmuir (15205827) 31(42)pp. 11659-11670
This study is an attempt to give an account of the preparation of mesoporous TiO2 thick templated films of nonsimilar pore architecture and their use in dye-sensitized solar cells (DSSCs). Highly crystallized mesoporous titania thick templated films with four different morphologies including hexagonal, wormlike, cubic, and gridlike mesostructure, have been successfully synthesized through an evaporation-induced self-assembly (EISA) route followed by layer-by-layer deposition. Stabilization, followed by each coating, and calcinations, carried out after every five layers, were used to produce crack-free thick films. These mesoporous templated titanium dioxide samples were characterized by TEM, XRD, SEM, BET, and UV-vis measurements and used as a photoelectrode material in DSSCs. The mesostructured films with a thickness of about 7 μm demonstrated better performance in comparison to nanocrystalline TiO2 films (NC-TiO2) at a film thickness of 13 μm as the most typical films utilized in DSSCs. The findings reveal that a surfactant/Ti ratio change undergone for developing cubic mesostructures can enhance the crystallinity and roughness factor and therefore increase the energy conversion efficiency of DSSC. The cell performances derived from these mesofilms were enhanced compared to the efficiencies reported thus far. The best photovoltaic performance of 8.73% came from DSSC using the cubic mesoporous TiO2 photoelectrode with the following properties: open circuit voltage of 743 mV, short circuit photocurrent density of 16.35 mA/cm2, and fill factor of 0.72. © 2015 American Chemical Society.
Tavassoli, M. ,
Landrani, A. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2015
Applied Catalysis A: General (0926860X) 503pp. 186-195
Copper(II) complex of 1,2-bis(4-pyridylthio)ethane immobilized on polystyrene was a used as a highly stable, active, reusable and green catalyst for click synthesis of 1,2,3-triazoles via one-pot three-component reaction of organic halides, sodium azide and alkynes. The catalyst was characterized by FT-IR spectroscopy, thermogravimetric analysis, elemental analysis, field emission scanning electron microscopy, energy dispersive X-ray, transmission electron microscopy and elemental analysis. High selectivity, broad diversity of organic halides or α-bromoketones and alkyl/aryl terminal alkynes, and excellent yields of the products were obtained using 0.2 mol% of catalyst. This catalytic system also showed excellent activity in the synthesis of bis-1,4-disubsitituted 1,2,3-triazoles. Moreover, the catalyst could be recycled and reused for seven cycles without any decrease in its catalytic activity.
Rahmani, F. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2015
RSC Advances (20462069) 5(50)pp. 39978-39991
A new supported phosphonium based ionic liquid, propylphosphonium hydrogen carbonate ionic liquid supported on nano-silica (PPHC-nSiO2), was prepared and characterized by FT-IR, TGA, SEM and ICP techniques. The resulting catalyst was used for the efficient synthesis of fully substituted pyridines via a one-pot multicomponent reaction of aldehydes, malononitrile, and thiols under solvent-free conditions. Expedient synthesis of bis-pyridines from dialdehydes and/or dithiols by using this catalytic system can be considered as a noteworthy advantage of this method. Furthermore, there was no obvious loss of catalytic activity even after 5th cycle. © The Royal Society of Chemistry 2015.
Pahlevanneshan, Z. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Rezaei, S. Publication Date: 2015
Applied Organometallic Chemistry (02682605) 29(10)pp. 678-682
The sulfonated palladium(II) N-heterocyclic carbene complex PdII(NHC)SO3-, supported on poly(4-vinylpyridinium chloride), was used as a heterogeneous, recyclable and active catalyst for the Suzuki-Miyaura reaction. This catalyst was applied for coupling of various aryl halides with phenylboronic acid and the corresponding products were obtained in excellent yields and short reaction times. The catalyst was characterized using Fourier transform infrared and diffuse reflectance UV-visible spectroscopies, scanning electron microscopy and elemental analysis. After each reaction, the catalyst was recovered easily by simple filtration and reused several times without significant loss of its catalytic activity. Copyright © 2015 John Wiley & Sons, Ltd. The sulfonated palladium(II) N-heterocyclic carbene complex was supported on poly(4-vinylpyridinium) chloride. This heterogeneous, recyclable and active catalyst was used for the Suzuki-Miyaura reaction. The catalyst was reused several times without significant loss of its catalytic activity. Copyright © 2015 John Wiley & Sons, Ltd.
Pahlevanneshan, Z. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Rezaei, S. Publication Date: 2015
New Journal of Chemistry (11440546) 39(12)pp. 9729-9734
A new palladium N-heterocyclic carbene complex using 3,5-di(1H-imidazol-1-yl)pyridine (1) as a precursor was prepared. The complex was immobilized on 3-chloropropylated nanosilica as a support and characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray analysis, transmission electron microscopy and elemental analysis. The prepared catalyst was used as a heterogeneous catalyst in the Suzuki-Miyaura coupling reactions of various aryl halides with phenylboronic acid and the corresponding biphenyls were being produced in a high yield. The catalyst was recyclable under aerobic conditions without significant loss of activity. Also, the catalytic activity of homogeneous catalyst was investigated. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Publication Date: 2015
Journal of Molecular Structure (00222860) 1081pp. 494-505
An asymmetric bidentate Schiff-base ligand (HL: 2-((allylimino)methyl)phenol) was prepared from reaction of salicylaldehyde and Allylamine. Vanadium(IV), Cobalt(III), Copper(II) and Zinc(II) complexes, VOL2, CoL3, CuL2 and ZnL2 were synthesized from the reaction of VO(acac)2, CoCl2·6H2O, CuCl2·2H2O and Zn(NO3)2·6H2O with the bidentate Schiff base ligand (HL: 2-allyliminomethyl-phenol) in methanol at ambient temperature. The ligand and its metal complexes were characterized by elemental analysis (CHN), FT-IR spectroscopy. In addition, 1H and 13C NMR techniques were employed for characterization of the ligand (HL) and diamagnetic complex ZnL2. The molecular structures of all complexes were determined by single crystal X-ray diffraction technique. In the ZnL2 and CuL2 complexes, the metal ion is coordinated by two nitrogen and two oxygen atoms from two Schiff base ligands in an approximately square planar trans-[MN2O2] coordination geometry. In the Vanadium(IV) complex, VOL2, the vanadium center in this structure has a distorted tetragonal pyramidal N2O3 coordination sphere and for Cobalt(III) complex, CoL3, the CoIII ion is six coordinated by three bidentate Schiff base ligands in a distorted octahedral environment. © 2014 Elsevier B.V. All rights reserved.
Publication Date: 2015
Polymer Bulletin (14362449) 72(11)pp. 2979-2990
A new copolymer was synthesized via reaction of new pyridine-containing dibromo compound, 2,6-bis(4-bromophenyl)-4-(naphthalen-1-yl) pyridine, with thiophene-based diboronic ester via Suzuki cross-coupling reactions. 2,6-Bis(4-bromophenyl)-4-(naphthalen-1-yl) pyridine was synthesized starting from condensation reactions of 4-bromoacetophenone and 1-naphthaldehyde. The synthesized monomer and polymer were characterized by FT-IR and NMR spectroscopy. The physical properties of the polymer, including solubility and viscosity were studied, and the results showed good solubility and chain growth for polymer. Maximum absorption peak for polymer was 388 nm. The optical band gap energy of the polymers was determined by absorption onset and found to be 2.38 eV for polymer. © 2015, Springer-Verlag Berlin Heidelberg.
Kazemi, Z. ,
Amiri rudbari, H. ,
Mirkhani, V. ,
Sahihi, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2015
Journal of Molecular Structure (00222860) 1096pp. 110-120
(Chemical Presented) A tridentate Schiff base ligand NNO donor (HL: 1-((E)-((pyridin-2-yl)methylimino)methyl)naphthalen-2-ol was synthesized from condensation of 2-hydroxynaphtaldehyde and 2-picolylamine. Zinc complex, Zn2L2(NO3)2, was prepared from reaction of Zn(NO3)2 and HL at ambient temperature. The ligand and complex were characterized by FT-IR, 1H NMR, 13C NMR and elemental analysis (CHN). Furthermore, the structure of dinuclear Zn(II) complex was determined by single crystal X-ray analysis. The complex, Zn2L2(NO3)2, is centrosymmetric dimer in which deprotonated phenolates bridge the two Zn(II) atoms and link the two halves of the dimer. In the structure, Zinc(II) ions have a highly distorted six-coordinate structure bonded to two oxygen atoms from a bidentate nitrate group, the pyridine nitrogen, an amine nitrogen and phenolate oxygens. The interaction of dinuclear Zn(II) complex with fish sperm DNA (FS-DNA) and HSA was investigated under physiological conditions using fluorescence quenching, UV-Vis spectroscopy, molecular dynamics simulation and molecular docking methods. The estimated binding constants for the DNA-complex and HSA-complex were (3.60 ± 0.18) × 104 M-1 and (1.35 ± 0.24) × 104 M-1, respectively. The distance between dinuclear Zn(II) complex and HSA was obtained based on the Förster's theory of non-radiative energy transfer. Molecular docking studies revealed the binding of dinuclear Zn(II) complex to the major groove of FS-DNA and IIA site of protein by formation of hydrogen bond, π-cation and hydrophobic interactions. © 2015 Elsevier B.V. All rights reserved.
Landrani, A. ,
Taheri kafrani, A. ,
Amini, M. ,
Mirkhani, V. ,
Moghadam, M. ,
Soozanipour, A. ,
Razmjou, A. Publication Date: 2015
Langmuir (15205827) 31(33)pp. 9219-9227
Although several strategies are now available for immobilization of enzymes to magnetic nanoparticles for bioapplications, little progresses have been reported on the use of dendritic or hyperbranched polymers for the same purpose. Herein, we demonstrated synthesis of magnetic nanoparticles supported hyperbranched polyglycerol (MNP/HPG) and a derivative conjugated with citric acid (MNP/HPG-CA) as unique and convenient nanoplatforms for immobilization of enzymes. Then, an important industrial enzyme, xylanase, was immobilized on the nanocarriers to produce robust biocatalysts. A variety of analytical tools were used to study the morphological, structural, and chemical properties of the biocatalysts. Additionally, the results of biocatalyst systems exhibited the substantial improvement of reactivity, reusability, and stability of xylanase due to this strategy, which might confer them a wider range of applications. © 2015 American Chemical Society.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2014
Journal Of The Iranian Chemical Society (1735207X) 11(5)pp. 1493-1501
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatangstate ([C-6(MIm)(2)](2)W10O32) was found to be a novel, powerful and effective catalyst for the preparation of N-benzoylglycine carbamides as derivatives of AT-130 via one-pot multicomponent reaction performed under microwave irradiations. The products were obtained in high to excellent yields, thus providing a unique strategy to the large-scale synthesis of these compounds.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2014
RSC Advances (20462069) 4(5)pp. 2251-2256
A novel and one-pot procedure for the synthesis of N-(phenylimino)indazole- 1-carbothioamides was reported via three-component condensation of aldehydes, dithizone and dimedone in the presence of [bpy][FeCl4] under solvent-free conditions. This protocol has valuable features of mild and environmentally benign conditions, short reaction times and high yields of desired products. © 2014 The Royal Society of Chemistry.
Bagheri, O. ,
Sadegh, F. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Safiri, M. Publication Date: 2014
Applied Organometallic Chemistry (02682605) 28(5)pp. 337-346
The tetrakis(4-N-methylpyridinium)porphyrinatopalladium(II) iodide, [Pd(TMPyP)]I4, supported on Dowex 50WX8 and Amberlite IR-120 ion-exchange resins, was used as heterogeneous, recyclable and active catalyst for the Suzuki-Miyaura and Heck cross-coupling reactions. These catalysts were applied to coupling of various aryl halides with phenylboronic acid and styrene in Suzuki and Heck reactions, respectively, and the corresponding products were obtained in excellent yields and short reaction times. The catalysts could be recovered easily by simple filtration and reused several times without significant loss of their catalytic activity. The catalysts were characterized by diffuse-reflectance UV-visible spectroscopy and scanning electron microscopy, and their stability was confirmed by TGA. © 2014 John Wiley & Sons, Ltd.
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Agabekov, V. ,
Amiri rudbari, H. Publication Date: 2014
RSC Advances (20462069) 4(27)pp. 14291-14296
A highly efficient route for the synthesis of symmetrical and unsymmetrical 1,3-diynes has been developed by Cu(ii)-TD@nSiO2/DBU catalyzed homocoupling/heterocoupling of aromatic as well as aliphatic terminal alkynes under aerobic conditions at ambient temperature. The catalyst could be easily recovered and reused several times without significant loss of its activity. © 2014 The Royal Society of Chemistry.
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Amiri rudbari, H. Publication Date: 2014
Journal of Organic Chemistry (15206904) 79(3)pp. 1437-1443
An efficient, atom-economical, and regioselective synthesis of a wide range of 1,4-disubstituted 1,2,3-triazoles in excellent yields has been achieved via a one-pot three-component reaction of alkynes and sodium azide with organic halides or α-bromo ketones catalyzed by Cu(II)-TD@nSiO2/sodium ascorbate at room temperature. This catalytic system also showed excellent activity in the synthesis of bis- and tris-1,4-substituted 1,2,3-triazoles. Moreover, the catalyst could be recycled and reused for seven cycles without any loss in its catalytic activity. © 2014 American Chemical Society.
Publication Date: 2014
Polyhedron (02775387) 76pp. 22-28
The synthesis, structure and spectroscopic properties of a tricarbonylrhenium(I) complex with the N,N′-bis(2-methylbenzaldehyde)-1,2- diiminoethane Schiff base ligand have been investigated. This complex was characterized by FT-IR, NMR, UV-Vis spectroscopy and X-ray crystallography. Optimized geometric parameters and electronic properties of the synthesized compound and some similar Re(I) tricarbonyl complexes were obtained. The low lying electronic transition energies of the complexes have been determined with the time dependent density functional theory method. The calculations showed that in the complexes the HOMOs cover the Re atom, carbonyl groups and chlorine p orbitals, while the LUMOs are mainly localized on the diimine ligand as a π* orbital. © 2014 Elsevier Ltd. All rights reserved.
Loghmani-khouzani, H. ,
Tamjidi, P. ,
Mohammadpoor baltork, I. ,
Yaeghoobi, M. ,
Rahman, N.A. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Habibi, M.H. Publication Date: 2014
Journal of Heterocyclic Chemistry (0022152X) 51(1)pp. 138-150
This article presents a synthetic method and reaction mechanism of the 1,5-benzothiazepines and 1,5-benzodiazepines derivatives. In this research, 36 thiazepines and diazepines (mostly new) with a new method have been prepared and their structures have been characterized by spectroscopic methods. Crystal structures of a new thiazepine and diazepine (seven-membered rings) have also been determined and compared with thiazine (six-membered ring). In this method, N-methylimidazolium nitrate [Hmim][NO3] has been used as a catalyst that acts as an environmental friendly system. © 2013 HeteroCorporation.
Shafiee, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khavasi, H.R. Publication Date: 2014
Iranian Journal Of Catalysis (23454865) 4(3)pp. 133-141
Reaction between aromatic aldehydes and 3-methyl-1-phenyl-2-pyrazoline-5-one catalyzed by nano-SiO2/HClO4in water under reflux provided a simple and efficient route for the synthesis of 4-((5-hydroxy-3-methyl-1-phenyl-1H-pyrazol-4-yl)(aryl)methyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol derivatives in high yields. © 2014 Islamic Azad University.
Kardanpour, R. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Zadehahmadi, F. Publication Date: 2014
Journal of Organometallic Chemistry (0022328X) 761pp. 127-133
Palladium nanoparticles (Pd NPs) supported on amino functionalized UiO-66-NH2 (UiO = University of Oslo) metal-organic framework was prepared using a direct anionic exchange method followed by chemical reduction with sodium acetate in methanol. This nano palladium containing catalyst was characterized by X-ray diffraction (XRD), X-ray photoelectron spectroscopy (XPS), N2 adsorption, inductively coupled plasma atomic emission spectroscopy (ICP-AES), field emission scanning electron microscopy (FE-SEM) and transmission electron microscopy (TEM). The Pd/UiO-66-NH2 catalyst showed excellent activity in Suzuki-Miyaura cross-coupling reaction and reused several times without any appreciable loss of activity even after five consecutive times. © 2014 Elsevier B.V. All rights reserved.
Saeedi, M.S. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2014
Materials Chemistry and Physics (02540584) 146(1-2)pp. 113-120
Efficient epoxidation of alkenes catalysed by tetraphenylporphyrinatomanganese(III) chloride, [Mn(TPP)Cl], supported on silica coated magnetite nanoparticles, SiO2-Fe3O4, is reported. First, the SiO2-Fe3O4 nanoparticles were modified with triethoxysilylpropyl chloride and then with imidazole. In the final step, [Mn(TPP)Cl] was attached to the support via axial ligation. The prepared catalyst was characterized by elemental analysis, FT-IR and diffuses reflectance UV-vis spectroscopic methods, and scanning electron microscopy. This new heterogenized catalyst was used for efficient epoxidation of alkenes with NaIO4 at room temperature. The catalyst is of high reusability in the epoxidation reactions, in which it was reused several times without significant loss of its catalytic activity. © 2014 Elsevier B.V. All rights reserved.
Zadehahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Kardanpour, R. Publication Date: 2014
Applied Catalysis A: General (0926860X) 477pp. 34-41
In the present work, tetra(4-pyridyl)porphyrinatomanganese(III) acetate, Mn(TPyP)OAc, was covalently attached to chloromethylated MIL-101, CM-MIL-101, and a new hybrid material was prepared. The Mn(TPyP)OAc/CM-MIL-101 hybrid catalyst was characterized by FT-IR and diffuse reflectance UV-Vis spectroscopic methods, inductively coupled plasma (ICP), X-ray diffraction (XRD), BET and scanning electron microscopy (SEM) methods. This heterogenized catalyst was applied in epoxidation of alkenes and hydroxylation of alkanes with sodium periodate at room temperature. The catalyst reusability was also investigated and no significant metal leaching and decreasing of the catalyst activity were detected. © 2014 Elsevier B.V.
Anvar, S. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Landrani, A. ,
Kia, R. Publication Date: 2014
ACS Combinatorial Science (21568952) 16(3)pp. 93-100
The synthesis of a variety of 2,3-disubstituted quinolines has been achieved successfully via a one-pot three-component reaction of arylamines, arylaldehydes and aliphatic aldehydes in the presence of butylpyridinium tetrachloroindate(III), [bpy][InCl4], ionic liquid as a green catalyst and solvent. Mild conditions with excellent conversions, and simple product isolation procedure are noteworthy advantages of this method. The recyclability of the ionic liquid makes this protocol environmentally benign. © 2014 American Chemical Society.
Moshref javadi, M. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Kargar, H. ,
Tahir, M.N. Publication Date: 2014
Polyhedron (02775387) 72pp. 19-26
A novel bis(oxazoline) ligand derived from 1,3-dicyanobenzene was prepared and applied as a ligand for the preparation of a new binuclear molybdenyl complex. This ligand was characterized by UV-Vis, mass, 1H NMR, and FT-IR spectroscopic methods, thermal and elemental analysis and X-ray diffraction. The molybdenum complex was prepared by the reaction of this ligand with MoO2(acac)2. The catalyst was also characterized by FT-IR, UV-Vis, and ICP spectroscopy, elemental and thermal analysis. This catalytic system was efficiently used for the oxidation of alkenes and sulfides in the presence of TBHP. The effect of different solvents and kind of oxygen donor was also studied in the oxidation reactions.© 2014 Elsevier Ltd. All rights reserved.
Landrani, A. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Khosropour, A.R. ,
Tangestaninejad, S. ,
Nasr-esfahani, M. ,
Amiri rudbari, H. Publication Date: 2014
Synlett (09365214) 25(5)pp. 645-652
A wide variety of diaryl sulfides has been synthesized in excellent yields via C-S cross-couplings of aryl/heteroaryl halides with aromatic/heteroaromatic thiols in the presence of palladium nanoparticles immobilized on nanosilica triazine dendritic polymer (Pd np -nSTDP) as a reusable catalyst under thermal conditions and microwave irradiation. Pd np -nSTDP also showed excellent catalytic activity for the preparation of a series of di- and trisulfides with benzene, pyridine, pyrimidine, and/or 1,3,5-triazine as the central cores by one-pot multi C-S cross-coupling reactions.© Georg Thieme Verlag Stuttgart. New York.
Sadegh, F. ,
Bagheri, O. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2014
Journal of Organometallic Chemistry (0022328X) 759pp. 46-57
In this research, the Heck and Suzuki reactions catalyzed by tetrakis(4-N,N,N-trimethylammoniumphenylene)porphyrinatopalladium(II) iodide, [Pd(TTMAPP)]I4, immobilized on ion-exchange resins such as Dowex 50 WX8 and Amberlite IR-120 are reported. In this manner, first, tetrakis(4-N,N-dimethylaminophenylene)porphyrin was converted to tetrakis(4-N,N,N-trimethylammoniumphenylene)porphyrin iodide, [H 2TTMAPP]I4, with methyl iodide. Then this water soluble porphyrin was metalated by palladium(II) chloride and the [Pd(TTMAPP)]I 4 was produced. This cationic palladium porphyrin was immobilized onto the ionic supports via electrostatic interactions. The catalysts, [Pd(TTMAPP)]@Dowex 50 WX8 and [Pd(TTMAPP)]@Amberlit IR-120, were characterized by FT-IR and diffuse reflectance UV-Vis spectroscopic methods, and scanning electron microscopy. These heterogeneous catalysts are thermally stable, oxygen insensitive, phosphine-free, air- and moisture-stable in the C-C coupling reactions and are reusable several times without significant loss of their catalytic activity. © 2014 Elsevier B.V. All rights reserved.
Landrani, A. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2014
European Journal of Organic Chemistry (10990690) 2014(25)pp. 5603-5609
Palladium nanoparticles immobilized on nano-silica triazine dendritic polymer (Pdnp-nSTDP) was found to be a highly effective catalyst for the Sonogashira cross-coupling of aryl halides (iodides, bromides, and chlorides) with aromatic and aliphatic terminal alkynes. This reaction was best performed in water as a green solvent in the presence of just 0.01 mol-% of the catalyst at room temperature. Efficient synthesis of V- and star-shaped polyalkynylated molecules with a benzene, pyridine, or pyrimidine central core was also achieved through Sonogashira cross-coupling of dihalo and trihalo aromatics with terminal alkynes in the presence of this catalytic system. The Pdnp-nSTDP catalyst was easily recovered and reused several times without significant loss of reactivity. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication Date: 2014
Physical Chemistry Chemical Physics (14639084) 16(6)pp. 2417-2424
Excited state reaction coordinates and the consequent energy profiles of a new Schiff base, N-salicilydenemethylfurylamine (SMFA), have been investigated with the CC2 method, which is a simplified version of singles-and-doubles coupled cluster theory. The potential energy profiles of the ground and the lowest excited singlet state are calculated. In contrast to the ground state, the excited state potential energy profile shows a barrier-less dissociation pattern along the O-H stretching coordinate which verifies the proton transfer reaction at the S1 (ππ*) state. The calculations indicate two S1/S0 conical intersections (CIs) which provide non-adiabatic gates for radiation-less decay to the ground state. At the CIs, two barrier-free reaction coordinates direct the excited system to the ground state of enol-type minimum. According to calculation results, a trans-keto type structure obtained from photoexcitation of the enol, can be responsible for the photochromoic effect of SMFA. Furthermore, our results confirm the suggestion that aromatic Schiff bases are potential candidates for optically driven molecular switches. © 2014 the Owner Societies.
Publication Date: 2014
Applied Organometallic Chemistry (02682605) 28(4)pp. 304-309
Efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by ruthenium(III) complex of chloromethylated Salophen supported on nanomagnetic materials is reported. First, the iron nanomagnets were silica coated, functionalized with amine and then ruthenium CM-Salophen was successfully bonded to their surface. The catalyst, RuIII(OTf)SalophenCH2-NHSiO2-Fe, was characterized by elemental analysis, FT-IR and UV-visible spectroscopic techniques, transmission electron microscopy and inductively coupled plasma (ICP). The RuIII(OTf)SalophenCH2-NHSiO2-Fe catalyzed trimethylsilylation of primary and secondary alcohols as well as phenols, and the corresponding TMS ethers were obtained in high yields and short reaction times at room temperature. This new heterogenized trimethylsilylation catalyst is easily recovered with a magnet and showed no appreciable loss of activity even after five consecutive runs. Copyright © 2014 John Wiley & Sons, Ltd.
Ghotbinejad, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2014
Journal of Molecular Catalysis A: Chemical (13811169) 385pp. 78-84
A novel, stable and powerful nano Pd-NHC complex utilizing N-methylimidazole bounded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles) as a bidentate NHC ligand is reported. This well-defined complex was used as an efficient (NHC)-based catalyst for Mizoroki-Heck and Suzuki-Miyaura cross coupling reactions. These cross coupled products were produced in excellent yields under conventional heating or microwave irradiation at extremely low palladium loading (∼0.002 mol%) with perfect high turnover frequencies (TOFs) (103-106 h -1). Moreover, the catalyst could be quickly and completely recovered by external magnetic field and be reused for seven reaction cycles without any change in catalytic activity. © 2014 Elsevier B.V.
Zadehahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Kardanpour, R. Publication Date: 2014
Journal of Solid State Chemistry (1095726X) 218pp. 56-63
In the present work, chloromethylated MIL-101(Cr) modified with imidazole, Im-MIL-101, was applied as a support for immobilizing of tetraphenylporphyrinatomangenese(III) chloride. The imidazole-bound MIL-101, Im-MIL-101, not only used as support for immobilization of manganese porphyrin but also applied as a heterogeneous axial base. The Mn(TPP)Cl@Im-MIL-101 catalyst was characterized by UV-vis, FT-IR, X-ray diffraction (XRD), N 2 adsorption, field emission scanning electron microscopy (FE-SEM), energy dispersive X-ray (EDX), elemental analysis and inductively coupled plasma (ICP) methods. The catalytic activity of this new catalytic system was investigated in the alkene epoxidation and alkane hydroxylation using NaIO 4 as an oxidant in CH3CN/H2O at room temperature. This heterogeneous catalyst is highly efficient, stable and reusable in the oxidation of hydrocarbons. © 2014 Elsevier Inc.
Ghotbinejad, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2014
RSC Advances (20462069) 4(17)pp. 8590-8596
A novel and highly stable Pd(EDTA)2- salt was synthesized as a catalyst, using a counter-cation of N-methylimidazolium bonded to 1,3,5-triazine-tethered SPIONs (superparamagnetic iron oxide nanoparticles). This well-defined complex efficiently catalyzed the Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions. The cross-coupled products were produced under conventional heating and ultrasound irradiation at an extremely low catalyst loading (as low as 0.032 mol% Pd). Results indicated that conventional synthesis took longer and gave moderate yields, while in the presence of ultrasound irradiation, the reaction occurred very fast in high to excellent yields. The catalyst could be quickly recovered by an external magnetic field and could be reused for several reaction cycles without any change in catalytic activity. © The Royal Society of Chemistry.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khavasi, H.R. Publication Date: 2013
Synlett (09365214) 24(9)pp. 1086-1090
The Lewis acidic room-temperature ionic liquid, [bmim][InCl4], was found to be an efficient catalyst for the regioselective synthesis of fully substituted pyrazoles and pyrazole-fused cyclohexanones through condensation of hydrazones with symmetrical and unsymmetrical 1,3-diketones. This procedure is simple, affording the corresponding products in good to high yields.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2013
New Journal of Chemistry (11440546) 37(7)pp. 2037-2042
The Lewis acid room temperature ionic liquid, [n-Bu4P][CuBr 3], was found to be an efficient and reusable catalyst for three component synthesis of fully substituted pyrazoles from the reaction of aldehydes, arylhydrazines and dimethyl acetylenedicarboxylate (DMAD). This catalytic system is simple and chemoselective with high yields. © 2013 The Royal Society of Chemistry and the Centre National de la Recherche Scientifique.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2013
Inorganic Chemistry Communications (13877003) 29pp. 114-117
In the present work, a new method for the synthesis of carboxylic acids over ruthenium hydride catalyst is reported. Direct oxidation of alcohols to their corresponding carboxylic acids with diphenyl sulfoxide oxidant over RuHCl(CO)(PPh3)3 catalyst was investigated. Mild reaction conditions, short reaction times and excellent yields make this method as an appealing way for preparation of carboxylic acids. © 2012 Elsevier B.V.
Torki, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2013
Journal of Inorganic and Organometallic Polymers and Materials (15741443) 23(6)pp. 1540-1541
Publication Date: 2013
Inorganic Chemistry Communications (13877003) 28pp. 37-40
Various β-aminoalcohols were prepared by the ring opening reaction of epoxides with aromatic amines in the presence of Fe(III) substituted Wells-Dawson type polyoxometalate, α2-[(n-C4H 9)4N]7P2W17FeO 61·3H2O, as an efficient catalyst. The reaction was performed under neutral condition at room temperature and afforded the corresponding products in high to excellent yields. © 2012 Elsevier B.V.
Nadealian, Z. ,
Mirkhani, V. ,
Yadollahi, B. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2013
Journal of Coordination Chemistry (10290389) 66(7)pp. 1264-1275
Inorganic-organic hybrid catalysts 1-POM(M) were prepared by electrostatic interaction between transition metal-substituted polyoxometalates, {[PW11MO 39]4- [M = Cr(III), Fe(III)], [PW11MO39]5, [M= Mn(II), Co(II), Ni(II), Cu(II), Zn(II)], [PW11VO40]4-}, and branched organic polyammonium, (tris[2-(dimethylammonium)ethyl]-1,3,5- benzenetricarboxylate), and characterized by elemental analyses, UV-vis and FT IR spectroscopic techniques, XRD, SEM, and Thermogravimetric-Differential thermogravimetric analyses. The hybrid material 1-POM(Zn) was an efficient and selective heterogeneous catalyst in the oxidation of benzylic alcohols to their corresponding carbonyl compounds with hydrogen peroxide. The catalyst was reused several times without significant loss of catalytic activity. © 2013 Taylor & Francis.
Gharaati, S. ,
Moghadamb, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Barati, B. ,
Sadegh, F. Publication Date: 2013
Journal of Organometallic Chemistry (0022328X) 741(1)pp. 78-82
An efficient and selective method for cyclopropanation of styrene derivatives with ethyl diazoacetate (EDA) catalyzed by tin(IV) tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(TPP)(OTf)2], and tin(IV)tetraphenylporphyrinato tetrafluoroborate, [SnIV(TPP)(BF 4)2] is reported. These electron-deficient catalysts catalyzed the cyclopropanation of styrene derivatives in high yields and short reaction times under mild conditions. The reactions were highly selective and only trans-isomers were produced. Electron-rich styrenes were reacted faster than electron-poor ones. The catalysts were reused several times without loss of their catalytic activity and diastereoselectivity.© 2013 Elsevier B.V. All rights reserved.
Publication Date: 2013
Journal of Molecular Catalysis A: Chemical (13811169) 377pp. 92-101
Zeolite-encapsulated ruthenium(III) salophen (ZERS) was prepared by flexible ligand method and characterized by diffuse reflectance FT-IR and UV-vis spectroscopic methods, X-ray diffraction, BET, SEM, TEM and elemental analysis. The amount of Ru-salophen in the zeolite supercages was 0.018 mmol/g of encapsulated zeolite. This catalyst was used for efficient and selective epoxidation of different alkenes with NaIO4 under magnetic stirring and ultrasonic irradiation conditions. This catalyst also showed a good shape-selectivity in the epoxidation of linear alkenes. This heterogeneous catalyst was reused several times without significant loss of its catalytic activity. © 2013 Elsevier B.V. All rights reserved.
Saeedi, M.S. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2013
Polyhedron (02775387) 49(1)pp. 158-166
In the present work, the highly efficient epoxidation of alkenes and hydroxylation of alkanes catalyzed by tetra(4-N-pyridyl) porphyrinatomanganese(III) acetate, [Mn(TPyP)OAc], supported on silica coated magnetite nanoparticles, SiO2-Fe3O4, are reported. First, the SiO2-Fe3O4 nanoparticles were modified with triethoxysilylpropyl chloride and then [Mn(TPyP)OAc] was attached to the support via covalent linkages. The prepared catalyst was characterized by elemental analysis, FT-IR spectroscopy, diffuse reflectance UV-Vis spectrophotometry and scanning electron microscopy. This new heterogenized catalyst was used for efficient epoxidation of alkenes and hydroxylation of alkanes with NaIO4 at room temperature. This new heterogeneous catalyst is of high reusability in the oxidation reactions, in which the catalyst was reused several times without significant loss of its catalytic activity. © 2012 Elsevier Ltd. All rights reserved.
Kargar, H. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Rezaei, S. Publication Date: 2013
Transition Metal Chemistry (1572901X) 38(1)pp. 1-5
The oxidation of 2-substituted imidazolines with sodium periodate catalyzed by tetrakis(p-aminophenyl)-porphyrinatomanganese(III) chloride, [Mn(TNH 2PP)Cl], supported on functionalized multi-wall carbon nanotubes is reported. A wide variety of 2-imidazolines were efficiently converted to their corresponding imidazoles by this catalytic system. When the same reaction was subjected to ultrasonic irradiation, the reaction times were reduced significantly and the product yields were increased. This catalyst could be reused several times without significant loss of activity. The effects of reaction parameters such catalyst amount, choice of solvent, and the effects of ultrasonic irradiation on the catalytic activity have been investigated. © 2012 Springer Science+Business Media Dordrecht.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2013
Catalysis Science and Technology (20444761) 3(10)pp. 2717-2722
A supported ionic liquid bearing sulfonic acid groups was synthesized by anchoring 3-sulfopropyl-1-(3-propyltrimethoxysilane)imidazolium hydrogen sulfate onto nano-silica and characterized by FT-IR spectroscopy, elemental analysis and scanning electron microscopy (SEM) techniques. This catalyst was used for the efficient one-pot multi-component synthesis of indazolophthalazine-triones and bis-indazolophthalazine-triones. Moreover, the catalyst could be reused at least seven times without any significant loss of activity. © 2013 The Royal Society of Chemistry.
Torki, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2013
Journal of Inorganic and Organometallic Polymers and Materials (15741443) 23(4)pp. 923-929
Efficient alkene epoxidation with sodium periodate catalyzed by manganese(III) salophen supported on nanomagnetic materials is reported. First, the iron nanomagnets were silica coated, functionalized with imidazole and then manganese salophen was successfully bonded to their surface. The catalyst, [MnIII(salophen)Cl]@SiIm-Fe, was characterized by elemental analysis, FT-IR and UV/Vis spectroscopic techniques, SEM and ICP. The [MnIII(salophen)Cl]@SiIm-Fe was used for alkene epoxidation with sodium periodate at room temperature. Different aromatic and aliphatic terminal alkenes were epoxidized efficiently using sodium periodate as an oxidant. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene was investigated. This new heterogenized epoxidation catalyst is easily recovered with a magnet and showed no appreciable loss of activity even after four consecutive runs. © 2013 Springer Science+Business Media New York.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khavasi, H.R. Publication Date: 2013
ACS Combinatorial Science (21568952) 15(3)pp. 141-146
An efficient one-pot synthesis of novel pyrano[3,2-b]pyrazolo[4,3-e] pyridin-8(1H)-ones via three-component condensation of kojic acid, 1-H-pyrazol-5-amines and aldehydes in the presence of a catalytic amount of Zn(OTf)2 followed by H2O2-mediated oxidation is reported. Furthermore, the synthesis of 1′H-spiro[indoline-3,4′- pyrano[2,3-b]pyrazolo[3,4-e]pyridine]-2,8′(9′H)-diones were chosen for the library validation. © 2013 American Chemical Society.
Landrani, A. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Kia, R. Publication Date: 2013
Advanced Synthesis and Catalysis (16154169) 355(5)pp. 957-972
A new catalyst based on palladium nanoparticles immobilized on nano-silica triazine dendritic polymer (Pdnp-nSTDP) was synthesized and characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray, transmission electron microscopy and elemental analysis. The size of the palladium nanoparticles was determined to be 3.1±0.5 nm. This catalytic system showed high activity in the Suzuki-Miyaura cross-coupling of aryl iodides, bromides and chlorides with arylboronic acids and also in the Heck reaction of these aryl halides with styrenes. These reactions were best performed in a dimethylformamide (DMF)/water mixture (1:3) in the presence of only 0.006 mol% and 0.01 mol% of the catalyst, respectively, under conventional conditions and microwave irradiation to afford the desired coupling products in high yields. The Pdnp-nSTDP was also used as an efficient catalyst for the preparation of a series of star- and banana-shaped compounds with a benzene, pyridine, pyrimidine or 1,3,5-triazine unit as the central core. Moreover, the catalyst could be recovered easily and reused several times without any considerable loss of its catalytic activity. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication Date: 2013
Journal Of The Iranian Chemical Society (1735207X) 10(3)pp. 535-544
In this study, photocatalytic activity of InVO4 and InVO 4-TiO2 nanoparticles in the degradation of aqueous solutions of industrial textile azo dyes such as Solophenyl Red 3BL, Coperoxon Nevy Blue RL and Black Nilusun 2BC (abbreviated as SR 3BL, CNB RL and BN 2BC, respectively) and also formaldehyde (abbreviated as FAD) under visible light and ultrasonic irradiations has been compared. The effect of various parameters such as pH, temperature, irradiation time, amounts of nanophotocatalyst and nanocomposite, and ultrasonic intensity on degradation rates was investigated. Then based on the Langmuir-Hinshelwood approach, reaction rates and adsorption equilibrium constants were calculated. The nanophotocatalyst and nanocomposite were characterized by X-ray diffraction (XRD), scanning electron microscopy (SEM) and UV-Vis spectroscopic methods. It was observed that InVO 4-TiO2 nanopowder was more reactive than pure InVO 4 in the degradation of azo dyes under both conditions of visible light and ultrasonic irradiations. It was noticeable that degradation percent was more under ultrasonic irradiation rather than under visible light irradiation. © 2012 Iranian Chemical Society.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2013
Synlett (09365214) 24(1)pp. 90-96
Direct oxidation of alcohols to carboxylic acids using styrene epoxide as oxidant in the presence of [RuHCl(CO)(PPh3)3] complex as catalyst is reported. By this catalytic system, a variety of primary alcohols including substituted benzyl alcohols as well as linear ones were directly converted into carboxylic acids in good to excellent yields. © Georg Thieme Verlag Stuttgart · New York.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2013
Journal of Organometallic Chemistry (0022328X) 724pp. 32-39
In this work, the preparation, characterization and investigation of catalytic activity ruthenium hydride catalyst, [RuHCl(CO)(PPh3) 3], supported on MWCNT in the synthesis of β,γ-unsaturated ketones via carbon-carbon bond formation are reported. In the first reaction step, the MWCNTs were modified with 1,2-ethanedithiol, and in a second reaction step, the catalyst was attached to MWCNTs via this linker. The catalyst was characterized by diffuse reflectance UV-vis and FT-IR spectroscopic techniques, SEM, ICP and elemental analysis methods. The catalyst was reused several times without significant loss of its catalytic activity. © 2012 Elsevier B.V. All rights reserved.
Nadealian, Z. ,
Mirkhani, V. ,
Yadollahi, B. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2013
Journal Of The Iranian Chemical Society (1735207X) 10(4)pp. 777-782
The catalytic activity of [bmim]5[PW11ZnO 39]·3H2O as a hybrid catalyst was studied in the oxidation of various alkenes in acetonitrile, using hydrogen peroxide as oxygen source. The effect of reaction parameters such as type of solvent and oxidant, amount of catalyst and oxidant, and temperature was also investigated. From our results, [bmim]5[PW11ZnO39]·3H 2O hybrid catalyst gave higher yields and selectivity in the oxidation of alkenes and was reused four times without loss of its catalytic activity. © 2013 Iranian Chemical Society.
Nasr-esfahani, M. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. Publication Date: 2013
Journal of Molecular Catalysis A: Chemical (13811169) 379pp. 243-254
The present study describes the synthesis, characterization, and catalytic activity of Cu(II) containing nanosilica triazine dendrimer (Cu(II)-TD@nSiO 2). The prepared catalyst was characterized by FT-IR, TGA, elemental analysis, UV-vis, FE-SEM, TEM, XPS and ICP-OES techniques. The Cu(II)-TD@nSiO2 has been used as an efficient catalyst for the preparation of various benzimidazoles, benzothiazoles, symmetrical bis-benzimidazoles and bis-benzothiazoles under mild conditions. For the first time, we report the synthesis of an unsymmetrical bis-benzimidazole and also a compound containing both benzimidazole and benzothiazole moieties, indicating the efficiency of this catalytic system. The present method offers advantages of excellent yields, short reaction times and simple work-up. Also, the catalyst can be easily recycled and reused several times, which makes this method attractive, economic and environmentally-benign. © 2013 Elsevier B.V. All rights reserved.
Samani ghaleh taki, B. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Rostami, M. ,
Khosropour, A.R. Publication Date: 2013
Journal of Inorganic and Organometallic Polymers and Materials (15741443) 23(3)pp. 758-765
A rapid and scale up protocol for the synthesis of azlactones by the Erlenmeyer method under solvent-free conditions was developed. Tungstophosphoric acid supported on nano-silica, TPA@nano-SiO2 was used as a heterogeneous catalyst for the synthesis of a wide range of azlactone derivatives. The catalyst was characterized by physicochemical measurements. The procedure was simple and permitted the quantitative isolation of products and catalyst under thermal conditions. The recycled catalyst was reused more than 5-times without loss of catalytic activity. © 2013 Springer Science+Business Media New York.
Publication Date: 2013
Journal of Physical Chemistry A (15205215) 117(4)pp. 718-725
Excited state reaction coordinate and the consequent energy profiles of a new Schiff base, N-salicylidene-2-bromoethylamine, have been investigated at the CC2 level of theory. The electron-driven proton transfer and torsional deformation have been identified as the most important photochemical reaction coordinates. In contrast to the ground state, the excited state potential energy profile shows a barrierless dissociation pattern along the O-H stretching coordinate, which verifies the proton transfer reaction along the O-H coordinate at the S1 state. The calculations showed that the PT is electron driven and that the S1 transition has charge transfer character. The keto-type S1 state attained by barrierless proton transfer is found to be unstable via a torsional motion, which provides fast access to a S 1-S0 conical intersection. From the conical intersection, a barrierless reaction path directs the system back to the enol-type minimum of the S0 potential energy surface, thus closing the photocycle. © 2013 American Chemical Society.
Publication Date: 2012
Comptes Rendus Chimie (16310748) (11-12)
The epoxidation of alkenes with hydrogen peroxide catalyzed by [PZnMo 2W 9O 39] 5-, ZnPOM, supported on ionic liquid-modified silica, Im-SiO 2, is reported. The immobilized catalyst, [ZnPOM@Im-SiO 2] was characterized by elemental analysis, X-ray diffraction (XRD), scanning electron microscopy (SEM), FT-IR and UV-Vis spectroscopic methods. This new synthesized hybrid catalyst was applied for efficient epoxidation of various olefins with aqueous H 2O 2 in acetonitrile under reflux conditions. This solid catalyst can be easily recovered by simple filtration and reused several times without significant loss of its catalytic activity. © 2012 Published by Elsevier Masson SAS on behalf of Académie des sciences.
Publication Date: 2012
Acta Crystallographica Section E: Structure Reports Online (16005368) (8)
In the title Schiff base complex, [Cu(C19H18Cl2N2O2)], the CuII ion is coordinated in a distorted square-planar environment by two N atoms and two O atoms of the tetra-dentate ligand. The dihedral angle between the benzene rings is 36.86 (14)°. In the crystal, mol-ecules are linked into inversion dimers by pairs of weak C-H⋯O hydrogen bonds. In addition, π-π [centroid-centroid distance = 3.7279 (16) Å] and weak C-H⋯π inter-actions are observed.
Publication Date: 2012
Acta Crystallographica Section E: Structure Reports Online (16005368) (10)
The asymmetric unit of the title compound, [Cu(C21H 24-N2O4)]·H2O, comprises half of a Schiff base complex and a water molecule. The CuII atom, water molecule and one C atom of the central propylene segment are located on a twofold rotation axis. The geometry around the CuII atom is distorted square-planar, supported by the N2O2 donor atoms of the coordinating ligand. The dihedral angle between the symmetry-related benzene rings is 42.56 (19)°. In the crystal, O-H···O hydrogen bonds involving the water molecule make an R1/2(6) ring motif. Complex molecules are linked into a chain along the c axis via C-H···O interactions.
Publication Date: 2012
Acta Crystallographica Section E: Structure Reports Online (16005368) (9)
The asymmetric unit of the title compound, [Cu(C21H 24N2O2)]·H2O, comprises half of a Schiff base complex and half of a water molecule. The whole compound is generated by crystallographic twofold rotation symmetry. The geometry around the CuII atom, located on a twofold axis, is distorted square-planar, which is supported by the N2O2 donor atoms of the coordinating Schiff base ligand. The dihedral angle between the symmetry-related benzene rings is 47.5 (4)°. In the crystal, the water molecule that is hydrogen bonded to the coordinated O atoms links the molecules via O - H⋯O interactions into chains parallel to [001]. The crystal structure is further stabilized by C - H⋯π interactions, and by π-π interactions involving inversion-related chelate rings [centroid-centroid distance = 3.480 (4) Å].
Shafiee, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
Catalysis Science and Technology (20444761) 2(12)pp. 2440-2444
A unique dicationic ionic liquid tethered to superparamagnetic iron oxide nanoparticles as a green and powerful catalyst for the efficient synthesis of Betti bases in high to excellent yields has been evaluated. Due to the high magnetization of the catalyst, it can be satisfactorily recovered by a simple external magnet. The catalyst could then be recycled and reused at least six times without any loss of activity. © 2012 The Royal Society of Chemistry.
Shafiee, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
Tetrahedron Letters (00404039) 53(24)pp. 3086-3090
A novel, diastereoselective, one-pot synthesis of new bis-Betti bases via condensation of dihydroxynaphthalene, two equivalents of aryl aldehydes, and two equivalents of 3-amino-5-methylisoxazole is reported. Conversion into the adducts was almost quantitative without the use of solvent or catalyst. The reaction conditions are very simple and enable easy isolation of the product. © 2012 Elsevier Ltd. All rights reserved.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Kia, R. Publication Date: 2012
RSC Advances (20462069) 2(13)pp. 5610-5616
An elegant and efficient procedure with exceptionally mild conditions for the regioselective synthesis of pyrazoles by the reaction of various 1,3-diketones and hydrazines/hydrazides using a multi-SO 3H Bronsted acidic room temperature ionic liquid as a powerful catalyst in aqueous media has been developed. The ionic liquid was easily separated from the reaction mixture and was recycled and used for at least six consecutive runs without any loss of activity. © 2012 The Royal Society of Chemistry.
Rafiemanzelat, F. ,
Abdollahi, E. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2012
Journal of Applied Polymer Science (00218995) 124(1)pp. 638-646
New electron deficient tin(IV) porphyrins were used as efficient catalysts for the reaction of 4,4â-methylene-bis-(4-phenylisocyanate) (MDI), with L-leucine anhydride cyclodipeptide (LAC) and polyethyleneglycol-400 (PEG-400) and the results were compared with those obtained in the presence of a commercial catalyst, dibutyltin dilaurate (DBTDL). Molar ratio of catalysts to MDI, polymerization reaction time, viscosity, and yield of the resulting poly(ether-urethane-urea)s (PEUU) were compared in the presence of different catalysts. The rate of NïCïO conversion in the presence of each catalysts under the same reaction conditions was also compared and followed by FT-IR NïCïO absorption band. FT-IR, GPC, and viscosity studies have shown that tin(IV) porphyrins afford higher viscosity and reaction progress. © 2011 Wiley Periodicals, Inc.
Zakeri, M. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Alizadeh, M. Publication Date: 2012
Transition Metal Chemistry (1572901X) 37(1)pp. 45-53
The biomimetic epoxidation of alkenes catalyzed by tetraphenylporphyrinatomanganese(III) chloride, [Mn(TPP)Cl], immobilized on multiwall carbon nanotubes modified with 4-aminopyridine and 4-aminophenol is reported. These heterogenized catalysts were used as efficient and reusable catalysts for epoxidation of a variety of cyclic and linear alkenes with sodium periodate under mild conditions. The catalysts, [Mn(TPP)Cl@amine-MWCNT], were characterized by physico-chemical and spectroscopic methods. The effect of ultrasonic irradiation on these catalytic systems was also investigated. The catalysts were reused several times without loss of their activity. © Springer Science+Business Media B.V. 2011.
Publication Date: 2012
Synthetic Communications (15322432) (2)
An improved method for the synthesis of carboxamide ligands containing thioether donor sites is described. This replaces the pyridine as the reaction medium used in the classical method by tetrabutylammonium bromide. The desired products, 1,4-bis[o-(R-2-carboxamidophenyl)]-1,4-dithiobutane, R=quinoline (1), furan (2), thiophene (3), pyridine (4), and pyrazine (5), were obtained in good yields and shorter reaction times. © Taylor & Francis Group, LLC.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
ADVANCED SYNTHESIS & CATALYSIS (16154150) 354(16)pp. 3095-3104
An efficient protocol for the excellent diastereoselective synthesis of pyrazolines via a three-component reaction of aldehydes, hydrazines and dimethyl acetylenedicarboxylate (DMAD) in the presence of a bifunctional Bronsted acidic ionic liquid as a reusable catalyst under solvent-free conditions is reported. Easy work-up, short reaction times, high yields of the products and an environmentally benign procedure avoiding toxic organic solvents are other significant features of this method.
Anvar, S. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Kia, R. Publication Date: 2012
RSC Advances (20462069) 2(23)pp. 8713-8720
Microwave-assisted one-pot three-component reaction between aromatic amines, aromatic aldehydes and phenylacetylene is accomplished efficiently in the presence of catalytic amounts of potassium dodecatungstocobaltate trihydrate (K5CoW12O40·3H2O) to afford the corresponding quinolines and bis-quinolines in excellent yields. Selective conversion of aromatic aldehyde and also arylacetylene to their corresponding quinolines in the presence of aliphatic aldehyde and alkylacetylene, respectively, can be considered as noteworthy advantages of this method and makes it a useful and attractive process for the synthesis of quinoline derivatives. The catalyst could be reused for several cycles without any significant loss of its catalytic activity. © The Royal Society of Chemistry 2012.
Publication Date: 2012
Journal of Organometallic Chemistry (0022328X) 720pp. 26-29
Tetraphenylporphyrinatotin(IV) trifluoromethanesulfonate, [Sn IV(TPP)(OTf) 2], and tetraphenylporphyrinatotin(IV) tetrafluoroborate, [Sn IV(TPP)(BF 4) 2], were used as efficient catalysts for olefination of aldehydes with EDA in the presence of PPh 3. These high-valent tin porphyrins catalyzed olefination of aldehydes in high yields and short reaction times at room temperature. The reaction rate depended on the nature of substituents on aldehyde; electron poor aldehydes reacted faster than electron rich aldehydes. The olefination of aldehydes indicated that the reactions are very selective and all products are trans-isomer. Both catalysts were reused four consecutive times without loss of their catalytic activity. © 2012 Elsevier B.V. All rights reserved.
Meghdadi, S. ,
Mirkhani, V. ,
Kia, R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2012
Polyhedron (02775387) 41(1)pp. 115-119
Three novel complexes of zinc with hexadentate amide-thioether ligands were synthesized by electrochemical oxidation of zinc in dichloromethane-methanol solution. These compounds were characterized by elemental analyses, 1H NMR, and IR spectroscopy. The molecular structures of two complexes were determined by single crystal X-ray diffraction, indicating that, the metal atom is in a distorted octahedral environment with amide-thioether ligand acting as a hexadentate N2N′2S2 donor. © 2012 Elsevier Ltd. All rights reserved.
Ahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2012
Polyhedron (02775387) 32(1)pp. 68-72
Electron-deficient tin(IV)tetraphenylporphyrin perchlorate, [Sn IV(TPP)(ClO 4) 2] was used as a highly efficient catalyst for chemical fixation of carbon dioxide. The bifunctional catalytic system [Sn(TPP)(ClO 4) 2]/tetrabutylphosphonium bromide (TBPB) was applied for preparation of cyclic carbonates from epoxides and carbon dioxide. The effect of reaction parameters was also investigated. © 2011 Elsevier Ltd. All rights reserved.
Publication Date: 2012
Inorganica Chimica Acta (18733255) 388pp. 102-105
In the present work, a mild and highly efficient method for protection of aldehydes with acetic anhydride in the presence of high-valent titanium (IV) salophen trifluoromethanesulfonate, [TiIV(salophen)(OTf) 2], at room temperature is reported. Under these conditions, different aldehydes bearing electron-withdrawing and electron-donating substituents were reacted with acetic anhydride and the corresponding 1,1-diacetates were obtained in good to excellent yields. The results showed that the yields were higher for aldehydes bearing electron-withdrawing substituents such as nitro, chloro, bromo and 3-methoxy, while aldehydes containing electron donating groups such as 4-methoxy and 4-methyl produced the lower yields. The catalyst was reused several times without loss of its catalytic activity. © 2012 Elsevier B.V. All rights reserved.
Publication Date: 2012
Polyhedron (02775387) 31(1)pp. 332-338
In the present work, highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were silylated in short reaction times and high yields. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity. © 2011 Elsevier Ltd. All rights reserved.
Publication Date: 2012
Polyhedron (02775387) 35(1)pp. 87-95
In the present work, investigation of the catalytic activity of tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [Sn IV(TNH 2PP)(OTf) 2], supported on chloromethylated polystyrene in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane is reported. The prepared catalyst was characterized by elemental analysis, FT-IR and diffuses reflectance UV-Vis spectroscopic methods. This catalyst was used for selective trimethylsilylation of different alcohols and phenols with HMDS, with short reaction times and high yields. Also the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity. © 2012 Elsevier Ltd. All rights reserved.
Ghanbaripour r., R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Khosropour, A.R. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
Polyhedron (02775387) 31(1)pp. 721-728
H3PW12O40 and nano-silica supported H 3PW12O40 were found to be efficient heterogeneous catalysts for the preparation of 1,3,5-triarylbenzenes via triple self condensation of acetophenones under microwave irradiation and solvent-free conditions. High yields, short reaction times, easy work-up, easy availability and handling, eco-friendly and reusability of the catalysts are the main aspects of the present method. The catalytic mechanism of 1,3,5-triarylbenzenes synthesis is also proposed. © 2011 Elsevier Ltd. All rights reserved.
Publication Date: 2012
Catalysis Communications (15667367) 17pp. 18-22
In the present work, a new and efficient method for direct oxidation of alkenes to carboxylic acids with H 2O 2 catalyzed by metal-organic framework MIL-101 is reported. In this transformation, the MIL-101 catalyzes the oxidation reactions by framework nodes and acts as a heterogeneous and reusable catalyst. The structure of MIL-101 was stable after three catalytic cycles. © 2011 Elsevier B.V. All rights reserved.
Esnaashari, F. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Khosoropour, A.R. ,
Zakeri, M. ,
Hushmandrad, S. Publication Date: 2012
Polyhedron (02775387) 48(1)pp. 212-220
In the present work, the preparation, characterization and investigation of the catalytic activity of MoO2(acac)2 supported on multi-wall carbon nanotubes modified with 2-aminopyridine and 1,2-diaminobenzene are reported. The catalysts were characterized by elemental analysis, FT-IR and UV-Vis spectroscopic techniques and scanning electron microscopy (SEM). The catalytic activity of molybdenyl acetylacetonate supported on multi-wall carbon nanotubes, MoO2(acac)@amine-MWCNTs, was investigated in the alkene epoxidation with tert-BuOOH. These heterogenized catalysts were successfully applied for efficient epoxidation of olefins with tert-BuOOH in 1,2-dichloroethane as the solvent. The prepared catalysts can be reused several times without significant loss of their catalytic activity. © 2012 Elsevier Ltd. All rights reserved.
Zakeri, M. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. Publication Date: 2012
Journal of Coordination Chemistry (10290389) 65(7)pp. 1144-1157
Manganese(III)tetraphenylporphyrin supported on multi-wall carbon nanotubes (MWCNTs) were developed as efficient catalysts for epoxidation of alkenes with sodium periodate under mild conditions. The catalysts were prepared by axial ligation of manganese to 2-aminobenzimidazole and 2-aminothiazole preanchored to MWCNTs. The formation of these heterogenized catalysts was followed using elemental analysis, FT-IR spectroscopy, diffuse reflectance UV-Vis spectrophotometry, and scanning electron microscopy. The reactivity of these catalysts under both magnetic stirring and ultrasonic irradiation and also their reusability were investigated. © 2012 Copyright Taylor and Francis Group, LLC.
Nooraeipour, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Iravani, N. Publication Date: 2012
Journal of Coordination Chemistry (10290389) 65(2)pp. 226-238
Highly efficient epoxidation of alkenes with H 2O 2 catalyzed by tungsten hexacarbonyl supported on multi-wall carbon nanotubes (MWCNTs) modified with 1,2-diaminobenzene is reported. The prepared catalyst, [W(CO) 6@DAB-MWCNT], was characterized by elemental analysis, scanning electron microscopy, FT-IR, and diffuse reflectance UV-Vis spectroscopic methods. The prepared catalyst was applied as an efficient catalyst for green epoxidation of alkenes with hydrogen peroxide in CH 3CN. This heterogeneous metal carbonyl catalyst showed high stability and reusability in epoxidation without loss of its catalytic activity. Copyright © 2012 Taylor and Francis Group, LLC.
Esnaashari, F. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Zakeri, M. Publication Date: 2012
Materials Chemistry and Physics (02540584) 137(1)pp. 69-75
Efficient epoxidation of olefins catalyzed by MoO 2(acac) 2 supported on amines functionalized MWCNTs is reported. The MWCNTs bearing carboxylic acid groups were modified with 2-aminophenol and 2-aminothiophenol. These amine-MWCNTs act as bidentate ligand for attachment of Mo catalyst. These catalysts were characterized by elemental analysis, scanning electron microscopy, FT-IR and diffuse reflectance UV-Vis spectroscopic methods. The prepared catalysts were used for efficient epoxidation of different alkenes such as cyclic and linear ones with tert-butyl hydroperoxide in refluxing 1,2-dichloroethane. These heterogeneous catalysts can be reused several times without significant loss of their catalytic activity. © 2012 Elsevier B.V. All rights reserved.
Ghanbaripour r., R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Khosropour, A.R. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
Journal Of The Iranian Chemical Society (1735207X) 9(5)pp. 791-798
Nano-silica sulfuric acid as a heterogeneous, eco-friendly and reusable catalyst was used in the synthesis of 1,3,5-triarylbenzenes via triple-self condensation of acetophenones. All reactions were performed under solventfree conditions and microwave irradiation. Short reaction times, high yields, easy isolation and purification of products and good reusability of this catalyst are the mainspring to choose for the preparation of 1,3,5-triarylbenzenes. © Iranian Chemical Society 2012.
Publication Date: 2012
Dalton Transactions (14779234) (38)
New hybrid complexes based on covalent interaction between 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatozinc(ii) and 5,10,15,20- tetrakis(4-aminophenyl)porphyrinatotin(iv) chloride, and a Lindqvist-type polyoxometalate, Mo6O192-, were prepared. These new porphyrin-polyoxometalate hybrid materials were characterized by 1H NMR, FT IR and UV-Vis spectroscopic methods and cyclic voltammetry. These spectro- and electrochemical studies provided several spectral data for synthesis of these compounds. Cyclic voltammetry showed the influence of the polyoxometalate on the redox process of the porphyrin ring. The catalytic activity of tin(iv)porphyrin-hexamolybdate hybrid material was investigated in the acetylation of alcohols and phenols with acetic anhydride. The reusability of this catalyst was also investigated. © 2012 The Royal Society of Chemistry.
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Mirkhani, V. ,
Iravani, M.R. ,
Ahmadi, V. Publication Date: 2012
Journal Of The Iranian Chemical Society (1735207X) 9(1)pp. 61-65
2-Pyridinethiol attached to commercially available monosize chloromethylated polystyrene was used for selective removal of Hg(II) from aqueous solutions containing different amounts of Hg(II) (10-100 ppm). The adsorption rate was high at the beginning of the reaction and then equilibrium was reached in about 10 min. The maximum Hg(II) adsorption capacity of this novel and stable resin was about 55.94 mg/g of the dry polymer. The Hg(II) adsorption ability increased with increasing pH, in the range where the solubility of the Hg(II) was not affected by pH. More than 95% of the adsorbed Hg(II) was desorbed in 15 min using 1 M HNO 3 as an elution agent. The regeneration of this resin by strong acid was feasible and desorption ratio was very high (up to 96%). © 2011 Iranian Chemical Society.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2012
Molecular Diversity (1573501X) 16(3)pp. 591-600
A variety of pyrazolo[3,4-d]pyrimidine-6(7H)-thione derivatives were easily synthesized with a novel, simple, efficient, and regioselective method via three-component condensation reaction of 5-methyl-1H-pyrazol-3-amine, arylisothiocyanates, and aldehydes in the presence of catalytic amount of p-toluenesulfonic acid (p-TSA) in 1-butyl-3-methylimidazolium bromide ionic liquidwith excellent yields and short reaction times. © Springer Science+Business Media B.V. 2012.
Barati, B. ,
Moghadam, M. ,
Rahmati, A. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2012
Catalysis Communications (15667367) 29pp. 122-126
Reaction of 1,3-dicarbonyl compounds with alcohols or olefins in the presence of catalytic amounts of electron-deficient [Ru(salophen)OTf] produced α-alkylated 1,3-dicarbonyls under solvent-free conditions. Different substituted benzylic alcohols were efficiently reacted with 2,4-pentanedione or 1,3-diphenyl-1,3-propanedione and their corresponding alkylated diones were obtained in good to excellent yield. On the other hand, substituted styrenes were also converted to their corresponding α-alkylated 1,3-dicarbonyls in good yields. The effect of reaction parameters such as solvent, amount of catalyst and axial substituent on the ruthenium salophen was also investigated. The catalyst was reusable several times without loss of its activity. © 2012 Elsevier B.V.
Nadealian, Z. ,
Mirkhani, V. ,
Yadollahi, B. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2012
Journal of Coordination Chemistry (10290389) 65(6)pp. 1071-1081
Various organic-inorganic hybrid compounds, [bmim] x [PW 11MO 39]3H 2O {(bmim: 1-n-butyl-3- methylimidazolium) and [M=V(IV), Cr(III), Mn(II), Fe(III), Co(II), Ni(II), Cu(II), Zn(II)]}, were prepared and characterized by elemental analysis, UV-Vis, FT-IR, and TGA. The synthesized hybrid compounds were used as catalysts in oxidation of various alcohols with hydrogen peroxide in acetonitrile. The effect of the transition metal on the catalytic activity was in the order, Zn>Fe>Ni>Cr>Co>V>Mn>Cu. In this catalytic system, the effects of other parameters such as the type of solvent, amount of oxidant and catalyst, and the temperature were also investigated. [bmim] 5[PW 11ZnO 39]3H 2O was reused several times without loss of catalytic activity. © 2012 Copyright Taylor and Francis Group, LLC.
Publication Date: 2012
Spectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy (13861425)
The DNA binding properties of a bulky and hydrophobic Schiff base complex of manganese(III) [N,N′-bis(5-(triphenyl phosphonium methyl)salicylidene)- 1,2-ethylene diamine chloride Mn(III) acetate] was examined by spectroscopic techniques. UV-vis titration data indicate both hypo and hyperchromic effect with addition of DNA to complex. A competitive binding study showed that the enhanced emission intensity of ethidium bromide (EB) in the presence of DNA was quenched by adding Mn Salen complex. This finding indicates that Mn Salen complex displaces EB from its binding site in DNA. Helix melting studies indicate improvement in the helix stability, and an increase in the melting temperature. The analysis of CD spectra represents the structural changes in DNA due to the binding of Mn Salen complex. The binding constant has been calculated using absorbance and fluorescence data. The results also represent that the binding process proceeds by strong electrostatic and hydrophobic interactions. © 2012 Elsevier B.V. All rights reserved.
Dianat, S. ,
Tangestaninejad, S. ,
Yadollahi, B. ,
Bordbar, A. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. Publication Date: 2012
Journal of Molecular Liquids (18733166) 174pp. 76-79
Polyoxometalates (POMs) have shown a great potential of antitumor and antiviral activities; take into account, in this work we investigated the stability of a series of heteropolyoxotungstate-amino acids, heteropolyoxomolybdate-amino acids and the corresponding 12-heteropoly acids at different experimental conditions such as pH, buffer concentration, and the type of counter ion using UV-vis spectroscopy. Furthermore, the effect of tyrosine and ornithine were investigated as a counter ion, on the stability of POMs. The results indicated that degradation of these POMs in aqueous solutions follows pseudo-first order reaction kinetics according to the order of H 4SiW 12O 40 > H 3PW 12O 40 > H 4SiMo 12O 40 > H 3PMo 12O 40 for stability with respect to increasing of pH. The stability of POM increases in the presence of these amino acids. © 2012 Elsevier B.V.
Publication Date: 2012
Dalton Transactions (14779234) (10)
In the present work, the preparation of a new organic-inorganic hybrid material in which tetrakis(p-aminophenylporphyrin) is covalently linked to a Lindqvist structure of polyoxometalate, is reported. This new porphyrin-polyoxometalate hybrid material was characterized by 1H NMR, FT-IR and UV-Vis spectroscopic methods and cyclic voltammetry. These spectro- and electrochemical studies provided spectral data of the synthesis of this compound. Cyclic voltammetry showed the influence of the porphyrin on the redox process of the polyoxometalate. The catalytic activity of this hybrid material was investigated in the alkene epoxidation with NaIO 4. © 2012 The Royal Society of Chemistry.
Shafiee, M. ,
Khosropour, A.R. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khavasi, H.R. Publication Date: 2012
Molecular Diversity (1573501X) 16(4)pp. 727-735
An expeditious, straightforward and efficient synthesis of diversely naphtho[1,2-e][1,3]oxazines via one-pot condensation reaction of β- naphthol, 3-Amino-5-methylisoxazole and arylaldehydes catalyzed by bismuth(III) trifluoromethanesulfonate is described. The reaction preferentially afforded 1,3-trans oxazines. © 2012 Springer Science+Business Media Dordrecht.
Publication Date: 2012
Journal of Coordination Chemistry (10290389) 65(3)pp. 463-473
Zinc monosubstituted Keggin heteropolyanion [PZnMo 2W 9O 39] 5- was electrostatically bound to nanocages of MIL-101 polymer matrix. The Zn-POM@MIL-101 catalyst was characterized by XRD, N 2 adsorption, atomic absorption (AAS), and FT-IR spectroscopic methods. The catalytic activity of the new composite material, Zn-POM@MIL-101, was assessed in the oxidation of alkenes using aqueous hydrogen peroxide as oxidant. Zn-POM@MIL-101/H 2O 2 catalytic system demonstrated good catalytic activity in the oxidation reactions. Zn-POM@MIL-101 was reusable for three catalytic cycles. While the MIL-101 matrix is an active catalyst in these oxidation reactions, the presence of Zn-POM significantly changed the selectivity and reaction times. Copyright © 2012 Taylor and Francis Group, LLC.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2011
Comptes Rendus Chimie (18781543) 14(10)pp. 869-877
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatungstate dihydrate ([C-6(MIm)(2)](2) W10O32. 2H(2)O) as a new family of polyoxometalate-based dicationic ionic liquids (POM-DIL) is synthesized and employed as a novel and powerful heterogeneous catalyst in the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) under ultrasound-assisted solvent-free condition. On the basis of the results, the products were obtained in excellent yields under mild condition. Utilization of easy work-up and purification make it very interesting from an economic perspective. Moreover, a recycling study confirmed that the catalyst can be reused multiple times without significant loss of its activity. (C) 2011 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Mirjafari, A. Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(6)pp. 568-579
A simple, green and chemoselective method for methoxymethylation and ethoxymethylation of primary and secondary alcohols using a Lewis acidic room temperature ionic liquid, [C4mim][InCl4], as catalyst and reaction medium under ambient temperature, microwave and ultrasonic irradiations is reported. In this catalytic system, the corresponding MOM-and EOM-ethers are obtained in excellent yields and in short reaction times. Furthermore, this catalytic system was used for mild and efficient transformations of these protected alcohols to their corresponding acetates and trimethylsilyl ethers under thermal conditions and microwave and ultrasonic irradiations. © 2010 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2011
Acta Crystallographica Section E: Structure Reports Online (16005368) (6)
In the title compound, [Cu(C34H24N4O 2S2)] or [Cu(bqdapte)], where H2bqdapte is 1,2-{bis-[2-(quinoline-2-carboxamido)-phen-yl]sulfan-yl}ethane, the Cu II ion is coordinated to the dianionic hexa-dentate bqdapte 2- ligand by two amide and two quinoline N atoms and two thio-ether S atoms. In the observed conformation of the hexa-dentate ligand, the quinoline rings attain positions related by a twofold axis. The Cu atom displays a Jahn-Teller-distorted octa-hedral CuN4S2 geometry axially compressed along the two trans-configured Cu - Namidate bonds.
Publication Date: 2011
Acta Crystallographica Section E: Structure Reports Online (16005368) (1)
In the title compound, C21H26N2O 2, the dihedral angle between the two benzene rings is 73.47 (16)°. Strong intramolecular O - H⋯N hydrogen bonds generate S(6) ring. motifs. The substituted benzene rings are twisted around the central quaternary C atom in opposite directions, making a vault geometry.
Publication Date: 2011
Comptes Rendus Chimie (16310748) (10)
Di[1,6-bis(3-methylimidazolium-1-yl)hexane] decatungstate dihydrate ([C6(MIm)2]2W10O32. 2H2O) as a new family of polyoxometalate-based dicationic ionic liquids (POM-DIL) is synthesized and employed as a novel and powerful heterogeneous catalyst in the synthesis of 4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) under ultrasound-assisted solvent-free condition. On the basis of the results, the products were obtained in excellent yields under mild condition. Utilization of easy work-up and purification make it very interesting from an economic perspective. Moreover, a recycling study confirmed that the catalyst can be reused multiple times without significant loss of its activity. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2011
Journal of Heterocyclic Chemistry (19435193) 48(2)pp. 479-483
An efficient method for the selective synthesis of 2-substituted oxazines and tetrahydropyrimidines by the reaction of arylnitriles with 3-amino-1-propanol and 1,3-diaminopropane in the presence of montmorillonite K-10 and KSF as inexpensive, environmentally benign, and reusable catalysts under classical heating conditions and microwave irradiation is reported. © 2010 HeteroCorporation.
Publication Date: 2011
Tetrahedron Letters (00404039) (11)
Nanosilica sulfuric acid is found to be a new, powerful and reusable heterogeneous catalyst for the rapid synthesis of 3-hydroxyphthalans via condensation of aromatic aldehydes and 3-hydroxybenzyl alcohols under conventional heating and microwave irradiation. Scale-up preparation of these heterocycles is also carried out. © 2011 Published by Elsevier Ltd.
Khorsandi, Z. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2011
Tetrahedron Letters (00404039) 52(11)pp. 1213-1216
Nanosilica sulfuric acid is found to be a new, powerful and reusable heterogeneous catalyst for the rapid synthesis of 3-hydroxyphthalans via condensation of aromatic aldehydes and 3-hydroxybenzyl alcohols under conventional heating and microwave irradiation. Scale-up preparation of these heterocycles is also carried out. (C) 2011 Published by Elsevier Ltd.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2011
Tetrahedron Letters (00404039) 52(52)pp. 7149-7152
A rapid and simple procedure for the synthesis of the indenone derivatives, N-(1-oxo-1H-inden-2-yl)benzamides, via intramolecular Friedel-Crafts (IFC) reaction of (Z)-4-arylidene-2-phenyl-5(4)-oxazolones (azlactones) catalyzed by H3PW12O40 supported on neutral alumina under microwave irradiation has been developed. The reaction is straightforward and allows easy isolation of the product. The catalyst could be re-used up to four times after simple filtration. © 2011 Elsevier B.V. All rights reserved.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2011
Synlett (14372096) (12)pp. 1677-1682
A facile, efficient, and large-scale strategy for the synthesis of N-(1-oxo-1H-inden-2-yl)benzamide derivatives via domino reaction between aryl aldehydes, hippuric acid, and acetic anhydride catalyzed by HPW@nano-SiO 2 was accomplished under microwave irradiation. The reaction conditions are very simple and offer easy isolation of the product. Moreover, the catalyst can be re-used up to five times in 86% average yield after simple filtration. © Georg Thieme Verlag Stuttgart · New York.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Eskandari, Z. ,
Salavati, H. Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) 8(SUPPL. 1)
Nano-SiO2 solid acid efficiently and selectively catalyzed the cyclocondensation reaction of arylnitriles with 3-amino-1-proopanol or 1,3-diaminopropane to afford their respective 2-substituted oxazines and tetrahydropyrimidines in high yields under thermal conditions and microwave irradiation. This methodology works effectively for the selective synthesis of mono-1,3-oxazines and mono-tetrahydropyrimidnes from dinitriles. The catalyst could be recycled and reused several times without a noticeable decrease in its activity.
Kargar, H. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Nameni, I. Publication Date: 2011
Bioorganic and Medicinal Chemistry Letters (0960894X) 21(7)pp. 2146-2148
In the present work, dehydrogenation of 2-substituted imidazolines with sodium periodate in the presence of tetraphenylporphyrinatomanganese(III) chloride, [Mn(TPP)Cl], is reported. A wide variety of 2-imidazolines efficiently converted to their corresponding imidazoles by [Mn(TPP)Cl]/NaIO4 catalytic system at room temperature in 1:2, CH3CN/H2O mixture. The effect of reaction parameters such as kind of solvent and catalyst amount was also investigated. © 2011 Elsevier Ltd. All rights reserved.
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Baghersad, S. ,
Mirjafari, A. Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(10)pp. 944-952
An efficient and novel synthesis of 2,3-disubstituted 2,3- dihydroquinazolin-4(1H)-ones via one-pot, three-component reaction of isatoic anhydride, primary amines and aromatic aldehydes catalyzed by Bi(NO 3)3·5H2O under solvent-free conditions is described. Oxidation of these 2,3-dihydroquinazolin-4(1H)-ones to their quinazolin-4(3H)-ones was also successfully performed in the presence of Bi(NO3)3·5H2O. This new method has the advantages of convenient manipulation, short reaction times, excellent yields, very easy work-up, and the use of commercially available, low cost and relatively non-toxic catalyst. The role of Bi(NO3) 3·5H2O was also investigated in these transformations. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) 8(2)pp. 401-410
An efficient and environmentally friendly procedure has been developed for the synthesis of symmetrical and unsymmetrical acyclic imides by the reaction of nitriles with acyclic anhydrides in the presence of catalytic amounts of 12-tungstophosphoric acid (H3PW12O40) under thermal conditions and microwave irradiation. It was found that microwave improves the yields and significantly reduces the reaction times. Furthermore, the catalyst could be recovered and reused several times without decrease in its activity.
Publication Date: 2011
Polyhedron (02775387) 30(13)pp. 2237-2243
In the present work, a highly efficient method for acetylation of alcohols and phenols with acetic anhydride catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were acetylated with short reaction times and high yields. The catalyst was reused several times without loss of its catalytic activity. © 2011 Elsevier Ltd. All rights reserved.
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Taghavi, S.A. Publication Date: 2011
Applied Organometallic Chemistry (10990739) 25(9)pp. 687-694
In the present work, the application of electron-deficient tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethydisilazane (HMDS) is reported. This new V(IV) catalyst was used as an efficient catalyst for silylation of not only primary alcohols but also sterically hindered secondary and tertiary alcohols with HMDS. Trimethylsilylation of phenols with HMDS was also performed to afford the desired Trimethylsilyl ethers (TMS) ethers. The chemoselectivity of this method was also investigated. This catalyst can be reused several times without loss of its activity. Copyright © 2011 John Wiley & Sons, Ltd.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadiannejad-abbasabadi, K. ,
Zolfigol, M.A. Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(10)pp. 934-943
A facile and environmentally-benign protocol has been developed for the synthesis of triarylmethanes (TAMs) from the reaction of different arenes and aldehydes in the presence of silica sulfuric acid (SSA) as a heterogeneous and reusable catalyst under solvent-free conditions. Easy work-up, short reaction times, high yields, high selectivity, mild and green conditions are other salient features of this method. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadiannejad-abbasabadi, K. ,
Khavasi, H.R. Publication Date: 2011
European Journal of Organic Chemistry (10990690) (7)pp. 1357-1366
An efficient method for the synthesis of triarylmethanes and difurylarylmethanes through solventless reactions between aldehydes and arenes in the presence of H3PW12O40 as a reusable catalyst under thermal and microwave irradiation conditions has been developed. H3PW12O40-catalysed one-pot consecutive Friedel-Crafts reactions between veratrole and aldehydes were also applied as a convenient protocol for the preparation of symmetrical 9,10-diaryl-2,3,6,7- tetramethoxyanthracenes. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Mirjafari, A. Publication Date: 2011
Journal Of The Iranian Chemical Society (1735207X) 8(2)pp. 513-524
12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.
Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) (2)
12-Tungstophosphoric acid immobilized on [bmim][FeCl4] was found to be an efficient catalyst for chemoselective methoxymethylation and ethxoymethylation of alcohols and also one-pot conversion of MOM- or EOM-ethers to their corresponding acetates and TMS-ethers under thermal conditions and microwave irradiation. These procedures were simple, rapid and the corresponding products were obtained in high yields. The catalyst exhibited remarkable reactivity and was reusable.
Publication Date: 2011
Chinese Chemical Letters (10018417) 22(1)pp. 9-12
An efficient, convenient and green method has been introduced for the preparation of 14-aryl(alkyl)-14H-dibenzo[a,j]xanthene and 1,8- dioxooctahydroxanthene derivatives by the reaction of aldehydes with 2-naphthol and 5,5-dimethyl-1,3-cyclohexanedione, respectively, in the presence of ZrO(OTf)2 as a reusable catalyst under solvent-free conditions. In addition, very short reaction times, excellent yields, straightforward procedure, and relatively non-toxicity of the catalyst are other noteworthy advantages of the present method. © 2010 Iraj Mohammadpoor-Baltork. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.
Ahmadi, F. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2011
Inorganic Chemistry Communications (13877003) 14(9)pp. 1489-1493
High-valent tetraphenylporphyrinatotin(IV) triflate, [Sn IV(TPP)(OTf)2], was found as an efficient catalyst for the coupling of several epoxides (linear and cyclic) with carbon dioxide in the presence of tetrabutylphosphonium bromide as co-catalyst at atmospheric pressure. The reaction temperature, kind of solvent, co-catalyst and axial ligand effect were also investigated. © 2011 Elsevier B.V. All rights reserved.
Nooraeipour, M. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Nabavizadeh, S.M. Publication Date: 2011
Transition Metal Chemistry (03404285) 36(8)pp. 861-866
The preparation, characterization, and catalytic activity of W(CO) 6 supported on multi-wall carbon nanotubes modified with 4-aminopyridine is reported. The catalyst, [W(CO) 5@Apy-MWCNT], was characterized by physico-chemical and spectroscopic methods and found to be an efficient heterogeneous catalyst for green epoxidation of alkenes with hydrogen peroxide in MeCN solvent. The catalyst showed good stability and reusability properties in the epoxidation reactions. © Springer Science+Business Media B.V. 2011.
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Kargar, H. ,
Sheikhshoaie, I. ,
Hatefi ardakani m., M. Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) 8(4)pp. 1019-1029
In this paper, highly efficient epoxidation of alkenes catalyzed by ruthenium(III) salophen chloride, [Ru(salophen)Cl], supported on functionalized chloromethylated polystyrene, PS, is reported. The PS was modified with 1,4-diaminobenzene, 4-aminophenol and 4-aminothiophenol, and [Ru(salophen)Cl] was attached to the supports via axial ligation. The prepared catalysts were used for efficient epoxidation of alkenes with NaIO4 at room temperature. These new heterogenized catalysts were characterized by elemental analysis, FT-IR spectroscopy, scanning electron microscopy and transmission electron microscopy. The heterogeneous catalysts were reusable in the oxidation reactions and were reused several times.
Abdolmanaf taghavi s., ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. Publication Date: 2011
Comptes Rendus Chimie (18781543) 14(12)pp. 1095-1102
In the present work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) is reported. This new electron-deficient V(IV) compound was used as a highly efficient catalyst for pyranylation of primary (aliphatic and benzylic), sterically-hindered secondary and tertiary alcohols with DHP. Tetrahydropyranylation of phenols with DHP was also performed to afford the desired THP-ethers. The chemoselectivity of this method was also investigated. The results indicated that primary alcohols are more reactive in the presence of secondary and tertiary alcohols and phenols. This catalyst was reused several times without loss of its activity. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(5)pp. 489-495
12-Molybdophosphoric acid (MPA) encapsulated in the supercages of dealuminated zeolite Y (DAZY) was used as an efficient and reusable catalyst for green synthesis of biologically active 14-substituted-14-H-dibenzo[a,j] xanthene derivatives via three-component reaction under conventional heating and microwave irradiation conditions. The prepared catalyst, MPA-DAZY, was characterized by infrared spectroscopy (FT-IR), X-ray diffraction (XRD) and elemental analysis techniques. The catalyst, MPA-DAZY, was reused several times without significant loss of its catalytic activity. © 2010 Académie des sciences.
Publication Date: 2011
Comptes Rendus Chimie (18781543) 14(10)pp. 953-956
In the present work, a mild and efficient method has been developed for the synthesis of acylals from aldehydes with acetic anhydride in the presence of molybdophosphoric acid encapsulated into dealuminated zeolite Y (MPA-DAZY) as a catalyst under solvent-free conditions at 45-55 degrees C in good to excellent yield. The deprotection of acylals has also been attained using this catalyst in acetonitrile. The catalyst was reused several times without efficient loss of its catalytic activity. (C) 2011 Published by Elsevier Masson SAS on behalf of Academie des sciences.
Publication Date: 2011
Comptes Rendus Chimie (16310748) (10)
In the present work, a mild and efficient method has been developed for the synthesis of acylals from aldehydes with acetic anhydride in the presence of molybdophosphoric acid encapsulated into dealuminated zeolite Y (MPA-DAZY) as a catalyst under solvent-free conditions at 45-55 °C in good to excellent yield. The deprotection of acylals has also been attained using this catalyst in acetonitrile. The catalyst was reused several times without efficient loss of its catalytic activity. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Taghavi, S.A. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. Publication Date: 2011
Inorganica Chimica Acta (18733255) 377(1)pp. 159-164
In the present work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the acetylation of alcohols and phenols with Ac2O is reported. This new V(IV) catalyst was used as an efficient catalyst for not only primary alcohols (benzylic and aliphatic) but also sterically-hindered secondary and tertiary alcohols with acetic anhydride and the corresponding acetates were obtained in 85-99% yield and 0.5-15 min. Acetylation of phenols with acetic anhydride was also performed to afford the desired acetates in 88-99% and 1.5-20 min. This catalyst can be reused several times without loss of its catalytic activity. © 2011 Elsevier B.V. All rights reserved.
Taghavi, S.A. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Ahmadi, V. Publication Date: 2011
Polyhedron (02775387) 30(13)pp. 2244-2252
In this work, the catalytic activity of high-valent tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the nucleophilic ring-opening of epoxides is reported. This new V(IV) catalyst was used as an efficient catalyst for alcoholysis with primary (methanol, ethanol and n-propanol), secondary (iso-propanol) and tertiary alcohols (tert-butanol), hydrolysis and acetolysis of epoxides with acetic acid and also for the conversion of epoxides to 1,2-diacetates with acetic anhydride, conversion of epoxides to thiiranes with ammonium thiocyanate and thiourea, and for conversion of epoxides to acetonides with acetone. The catalyst was reused several times without loss of its activity. © 2011 Elsevier Ltd. All rights reserved.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. Publication Date: 2011
Monatshefte fur Chemie (00269247) 142(11)pp. 1175-1180
A new and practical promoter system for one-pot, efficient, chemoselective synthesis of 4-arylidene-2-phenyl-5(4H)-oxazolones using [(C14H 24N4)2W10O32]-[bmim] NO3 under solvent-free conditions is described. The present work opens up a new and ecofriendly synthetic route to Erlenmeyer-Plöchl adducts from primary benzyl alcohols in a one-pot operation. Graphical abstract: [Figure not available: see fulltext.] © 2011 Springer-Verlag.
Hajian, R. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. Publication Date: 2011
Journal of Coordination Chemistry (10290389) 64(23)pp. 4134-4144
Preparation and characterization of vanadium-containing polyphosphomolybdates supported on ionic liquid-modified MCM-41, MCM-41-Im, are reported. The catalyst, [PVMo@MCM- 41-Im], was characterized by elemental analysis, X-ray diffraction, scanning electron microscopy and also FT-IR, and UV-Vis spectroscopic methods. This heterogeneous catalytic system was applied for efficient epoxidation of various olefins in the presence of tert-BuOOH in 1,2-dichloroethane under reflux. The catalyst can be reused several times without apparent loss of its catalytic performance. © 2011 Taylor & Francis.
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Soltani, M. ,
Mirjafari, A. Publication Date: 2011
Journal of Heterocyclic Chemistry (19435193) 48(6)pp. 1419-1427
An efficient method for the synthesis of a series of 2,3-disubstituted-2,3- dihydroquinazolin-4(1H)-ones is described via one-pot condensation reaction of isatoic anhydride, aryl aldehydes, and primary amines using a Brønsted acidic ionic liquid, [Hmim][NO3], as a catalyst and medium. The present protocol enjoys convenient reaction and simple work-up, greenness, short reaction times, and reusable catalyst as well as mild reaction conditions. Copyright © 2011 HeteroCorporation.
Rostami, M. ,
Khosropour, A.R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. Publication Date: 2011
Applied Catalysis A: General (0926860X) 397(1-2)pp. 27-34
Two organic-inorganic hybrid polyoxometalates, consist of 1-butyl-3-methylimidazolium salts of (W10O32)4- and (PW12O40)3- polyanions were prepared and characterized by thermal analysis, X-ray diffraction, FT-IR, diffuse reflectance UV-Vis spectroscopic methods and nitrogen absorption-desorption determination (BET). These heterogeneous catalysts were used for synthesis of azlactones by the reaction of aldehydes with hippuric acid and acetic anhydride under solvent-free conditions. These catalysts were reused several times without loss of their activities. © 2011 Elsevier B.V. All rights reserved.
Kargar, H. ,
Moghadam, M. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Naghipour, M. Publication Date: 2011
Polyhedron (02775387) 30(9)pp. 1463-1468
In the present work, the dehydrogenation of 2-substituted imidazolines with sodium periodate in the presence of tetraphenylporphyrinatomanganese(III) chloride supported on polystyrene-bound imidazole, [Mn(TPP)Cl@PSI] is reported. A wide variety of 2-imidazolines were efficiently converted to their corresponding imidazoles by the [Mn(TPP)Cl@PSI]/NaIO4 catalytic system in a 1:2 CH3CN/H2O mixture under agitation with magnetic stirring. Ultrasonic irradiation enhanced the catalytic activity of this catalyst in the oxidation of 2-imidazolines and this led to shorter reaction times and higher product yields. This catalyst could be reused several times without significant loss of its catalytic activity. © 2011 Elsevier Ltd. All rights reserved.
Publication Date: 2011
Comptes Rendus Chimie (18781543) 14(12)pp. 1080-1087
In the present work, tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf) 2], supported on chloromethylated polystyrene was prepared and characterized by elemental analysis, FT IR and diffuse reflectance UV-Vis spectroscopic methods. This new heterogenized catalyst was used for acetylation of alcohols and phenols with acetic anhydride in short reaction times and high yields. The catalyst is of high reusability and stability in the acetylation reactions and was recovered several times without loss of its initial activity and catalyst leaching. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Keshavarzi, R. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Fallah, H. ,
Dastjerdi, M.J.V. ,
Modayemzadeh, H.R. Publication Date: 2011
Materials Research Bulletin (00255408) 46(4)pp. 615-620
In this work, the preparation of In2O3-ZnO thin films by electron beam evaporation technique on glass substrates is reported. Optical and electrical properties of these films were investigated. The effect of dopant amount and annealing temperature on the optical and electrical properties of In2O3-ZnO thin films was also studied. Different amount of ZnO was used as dopant and the films were annealed at different temperature. The results showed that the most crystalline, transparent and uniform films with lowest resistivity were obtained using 25 wt% of ZnO annealed at 500 °C. © 2010 Elsevier Ltd © 2011 Elsevier Ltd. All rights reserved.
Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(6)pp. 604-610
Molybdenum hexacarbonyl encapsulated in polystyrene, Mo(CO)6@PS, was prepared by suspension polymerization of styrene and divinylbenzene in the presence of Mo(CO)6. This catalyst was found as an efficient catalyst for epoxidation of a wide variety of alkenes, including aromatic and aliphatic terminal ones using tert-butyl hydroperoxide as oxidant. This new heterogenized molybdenum carbonyl catalyst could be easily recovered by simple filtration and was reused ten consecutive times without loss of its catalytic activity. © 2010 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2011
Applied Organometallic Chemistry (02682605) 25(2)pp. 83-86
Herein, we want to report a simple and convenient way for protection-deprotection of alcohols in the presence of ammonium decatungstocerate(IV) {(NH4)8[CeW10O 36]·20H2O} as catalyst under ambient temperature in CH3CN. Using 0.002 mmol of the catalyst, various alcohols and phenols were transformed easily to the corresponding TMS ethers in excellent yields. In the second part, various TMS ethers were successfully converted to the parent hydroxyl compounds in the presence of the ammonium decatungstocerate(IV) catalyst. © 2010 John Wiley & Sons, Ltd.
Safaei, S. ,
Mohammadpoor baltork, I. ,
Khosropour, A.R. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. Publication Date: 2011
Synlett (14372096) (15)pp. 2214-2222
A variety of fully substituted pyrazoles were easily prepared through a three-component condensation of aldehydes, arylhydrazines, and ethyl acetoacetate in the presence of catalytic amounts of zinc triflate [Zn(OTf) under solvent-free conditions. Selective synthesis of symmetrical and unsymmetrical bispyrazoles from dialdehydes in high yields can be considered as a notable advantage of this method. © Georg Thieme Verlag Stuttgart · New York.
Publication Date: 2011
Journal of Fluorescence (15734994) 21(4)pp. 1649-1658
In this work, binding of two water soluble Schiff base complexes: Bis sodium (5-sulfosalicylaldehyde) o- phenylendiiminato) Manganese (III) acetate (Salophen complex) and Bis sodium (5-sulfosalicylaldehyde) 1, 2 ethylendiiminato) Manganese (III) acetate (Salen complex) with calf thymus (ct) DNA were investigated by using different spectroscopic and electrometric techniques including UV-vis, Circular dichroism (CD) and fluorescence spectroscopy, viscommetry and cyclic voltammetry (CV). Both complexes have shown a hyperchromic and a small bathochromic shift in the visible region spectra. A competitive binding study showed that the enhanced emission intensity of ethidium bromide (EB) in the presence of DNA was quenched by the addition of the two Schiff base complexes indicating that they displace EB from its binding site in DNA. Moreover structural changes in the CD spectra and an increase in the CV spectra with addition of DNA were observed. The results show that both complexes bind to DNA. The binding constants have been calculated using fluorescence data for two complexes also K b was calculated with fluorescence Scatchard plot for Salophen. Ultimately, the experimental results show that the dominant interactions are electrostatic while binding mode is surface binding then followed by hydrophobic interactions in grooves in high concentration of complexes. © Springer Science+Business Media, LLC 2009.
Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) 8(3)pp. 608-615
A highly sulfonated carbon as an efficient, recyclable, nontoxic and green solid acid catalyst was synthesized readily by simultaneous sulfonation, dehydration and carbonization of sucrose C12H22O 11 in sulfuric acid and was characterized with Fourier transform infrared spectroscopy (FT-IR), thermal gravimetric and differential thermal gravimetric analysis (TG-DTG), X-ray diffraction (XRD), carbon-hydrogen- nitrogen-sulfur analysis (CHNS), neutralization potentiometric titration and scanning electron microscopy (SEM). This new catalyst was used in one pot three-component condensation reaction of various aromatic aldehydes with β-ketoester and urea under solvent-free conditions to afford the corresponding dihydropyrimidinones (DHPMs). This catalyst can be reused several times without loss of its activity.
Publication Date: 2011
Journal of Molecular Catalysis A: Chemical (13811169) 337(1-2)pp. 95-101
In the present work, tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) catalyzed by tetrakis(p-aminophenyl) porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH 2PP)(OTf)2], supported on chloromethylated polystyrene is reported. The prepared catalyst was characterized by elemental analysis, FT-IR and diffuses reflectance UV-Vis spectroscopic methods. This new heterogenized catalyst was found as efficient and reusable catalyst for tetrahydropyranylation of primary, secondary and tertiary alcohols as well as phenols at room temperature. © 2011 Elsevier B.V. All rights reserved.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadiannejad-abbasabadi, K. ,
Zolfigol, M.A. Publication Date: 2011
Journal of the Iranian Chemical Society (1735207X) 8(3)pp. 840-850
An efficient and eco-friendly synthesis of triarylmethanes by the reaction of arenes with aldehydes in the presence of silica sulfuric acid as a heterogeneous and reusable catalyst under ultrasonic irradiation is reported. The advantages of this protocol are the use of green solvents, inexpensive catalyst, commercially available precursors, reusability of SSA, simple work-up, high yields and short reaction times.
Publication Date: 2011
Comptes Rendus Chimie (16310748) 14(6)pp. 588-596
Keggin phosphomolybdovanadate, PVMo, was supported on a zirconia matrix by the wet impregnation method. The phase and chemical structure, optical absorption, surface physicochemical properties and morphology of PVMo-ZrO 2 composite were studied by X-ray diffraction (XRD) technique, FT-IR and diffuse reflectance UV-vis spectroscopic (DR UV-vis) methods, and scanning electron microscopy (SEM), which indicated that the primary Keggin structure has remained intact after formation of the composite. Moreover, the obtained nanocomposite was used as an efficient catalyst of olefins under reflux and ultrasonic irradiation conditions. The catalyst was reused several times, without observable loss of activity and selectivity. Indeed, the catalytic activity of the PVMo-ZrO2 was compared with pure Keggin phosphomolybdovanadate. © 2011 Académie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2010
Journal of the Iranian Chemical Society (1735207X) 7(3)pp. 673-677
The use of ultrasonic irradiation for the selective synthesis of sulfone in the oxidation of sulfides with NaIO4 catalyzed by Mn(Salophen) supported on chloromethylated polystyrene-bound imidazole, [Mn(Salophene)-PSI], is reported. This heterogeneous catalyst efficiently catalyzed selective oxidation of sulfides to sulfones under ultrasonic irradiation and no sulfoxide was detected in the reaction mixture.
Publication Date: 2010
Polyhedron (02775387) 29(1)pp. 212-219
Tin(IV)tetraphenylporphyrinato tetrafluoroborate, [SnIV(TPP)(BF4)2], was used as an efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS). High-valent [SnIV(TPP)(BF4)2] catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS-ethers were obtained in high yields and short reaction times at room temperature. While, under the same reaction conditions [SnIV(TPP)Cl2] is less efficient to catalyze these reactions. One important feature of this catalyst is its ability in the chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity. © 2009 Elsevier Ltd. All rights reserved.
Publication Date: 2010
Acta Crystallographica Section E: Structure Reports Online (16005368) (7)
In the crystal structure of the title centrosymmetric dimer, [Cu 2(C17H14N2O2) 2(C5H5N)2], the CuII atom has an almost perfect square-pyramidal geometry. The CuII ion is coordin-ated by the NO2 donor atoms of the hydrazide Schiff base ligand, the N atom of the pyridine group and an O atom of the symmetry-related unit. The dihedral angles between the pyridine ring and the two phenyl rings of the ligand are 21.4 (3) and 24.0 (2)°. The molecular structure is stabilized by intra-molecular C-H⋯O inter-actions.
Publication Date: 2010
Journal of the Iranian Chemical Society (1735207X) (3)
The catalytic activity of Mn(III)salophen complex supported on polystyrene-bound imidazole, [Mn(salophen)Cl-PSI], was studied in the oxidation of primary aromatic amines in acetonitrile/water, using sodium periodate as an oxygen source. Amines were oxidized efficiently to their corresponding azo derivatives in the presence of this catalyst. The heterogeneous catalyst showed high stability and reusability in the oxidation reactions and could be reused several times without loss of its activity. The effect of different solvents was studied in the oxidation of p-toluidine and CH3CN/H2O was chosen as the solvent.
Publication Date: 2010
Acta Crystallographica Section E: Structure Reports Online (16005368) (9)
The asymmetric unit of the title compound, [Mo(C14H 12NO)2O2], comprises half of the complex with the full molecule generated by the application of twofold symmetry. The Mo VI atom is surrounded by two oxide O atoms and the two sets of N,O-donor atoms of the bidentate Schiff base ligands. The resulting N 2O4 donor set defines a distorted octahedral coordination geometry. Intermolecular C-H⋯O contacts link molecules into chains along the b axis. The crystal structure is further stabilized by intermolecular π-π inter-actions [ring centroid-centroid distance = 3.724 (6) Å].
Publication Date: 2010
Journal of the Iranian Chemical Society (1735207X) 7(3)pp. 663-672
Manganese(III) tetrakis(p-sulfonatophenyl)porphyrin was successfully bound to silica modified with zirconium. The heterogeneous catalyst, MnTPPS-silica, was characterized by SEM, FT-IR and diffuse reflectance UV-Vis spectroscopic techniques. MnTPPS-silica catalyzes alkene epoxidation and alkanes hydroxylation with sodium periodate under agitation with magnetic stirring and ultrasonic irradiation in the presence of imidazole as an axial ligand. This catalytic system shows a good activity in the epoxidation of linear alkenes. Alkyl aromatic and cycloalkanes were efficiently oxidized to their corresponding alcohols and ketones in the presence of this catalyst. This new heterogeneous catalyst is of high stability and reusability in the oxidation reactions and can be reused several times without loss of its activity.
Publication Date: 2010
Inorganic Chemistry Communications (13877003) 13(12)pp. 1501-1503
In the present work, efficient epoxidation of alkenes with sodium periodate catalyzed by tetraphenylporphyrinatomanganese(III) chloride, Mn(TPP)Cl, and octabromotetraphenylporphyrinatomanganese(III) chloride, Mn(Br 8TPP)Cl, using (1-n-butyl-3-methylimidazolium tetrafluoroborate), [bmim][BF4], as ionic liquid is reported. The effect of substituted bromines on the catalytic activity and reusability of manganese porphyrins was also investigated. © 2010 Elsevier B.V. All rights reserved.
Publication Date: 2010
Applied Catalysis A: General (0926860X) 381(1-2)pp. 233-241
In this paper, efficient epoxidation of alkenes catalyzed by manganese(III) salophen chloride [Mn(salophen)Cl], supported on functionalized multi-wall carbon nanotubes MWCNTs, is reported. The MWCNT was modified with 1,4-diaminobenzene, 4-aminophenol and 4-aminothiophenol and [Mn(salophen)Cl] was attached to the supports via axial ligation. The prepared catalysts were used for efficient epoxidation of alkenes with NaIO4 at room temperature. These new heterogenized catalysts were characterized by elemental analysis, FT-IR spectroscopy, diffuse reflectance UV-vis spectrophotometery and scanning electron microscopy. These heterogeneous catalysts were highly reusable in the oxidation reactions and reused several times without significant loss of their catalytic activity. © 2010 Elsevier B.V. All rights reserved.
Publication Date: 2010
Comptes Rendus Chimie (16310748) 13(12)pp. 1468-1473
In the present work, the catalytic activity of 12-tungstophosphoric acid immobilized on [bmim][FeCl4] ionic liquid as a highly efficient and eco-friendly catalytic system for rapid and chemoselective direct conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides and iodides under microwave irradiation is reported. In these reactions, the products are obtained in high yields. The catalyst exhibited remarkable reactivity and was reused several times. © 2010 Académie des sciences Published by Elsevier Masson SAS. All rights reserved.
Publication Date: 2010
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences (09320776) 65(4)pp. 461-469
An environmentally friendly and highly efficient procedure has been developed for the selective synthesis of 2-aryl-5,6-dihydro-4H-1,3-oxazines and 2-aryl-1,4,5,6-tetrahydropyrimidines by cyclocondensation of arylnitriles with 3-amino-1-propanol and 1,3-diaminopropane in the presence of catalytic amounts of H3PW12O40 under thermal conditions and MW irradiation. Under the same reaction conditions, dicyanobenzenes are transformed to their corresponding mono-oxazines and monotetrahydropyrimidines with excellent chemoselectivity. These reactions are simple and clean, giving the products in high yields and high purity. The catalyst can be easily recovered after the reaction and reused efficiently in subsequent runs. © 2010 Verlag der Zeitschrift für Naturforschung, Tübingen.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Khajehzadeh, M. ,
Kosari, F. ,
Araghi, M. Publication Date: 2010
Polyhedron (02775387) 29(1)pp. 238-243
High-valent tin(IV)octabromotetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(Br8TPP)(OTf)2], was used for selective methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) at room temperature. Different primary, secondary and tertiary alcohols as well as phenols were converted to their corresponding methoxymethyl ethers with FMDA in the presence of an electron deficient tin(IV) porphyrin. The catalyst was reused several times without significant loss of its activity. © 2009 Elsevier Ltd. All rights reserved.
Publication Date: 2010
Inorganica Chimica Acta (00201693) 363(7)pp. 1523-1528
In this paper, rapid and highly efficient tetrahydropyranylation of alcohols and phenols with 3,4-dihydro-2H-pyran (DHP) in the presence of catalytic amounts of high-valent tin (IV) tetraphenylporphyrinato trifluoromethanesufonate, [SnIV(TPP)(OTf)2] is reported. In this catalytic system, primary, secondary and tertiary alcohols as well as phenols were converted to their corresponding tetrahydropyranyl ethers (THP-ethers) in excellent yields and short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective tetrahydropyranylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times in the protection reactions without loss of its catalytic activity. © 2010 Elsevier B.V. All rights reserved.
Gharaati, S. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Kosari, F. Publication Date: 2010
Inorganica Chimica Acta (00201693) 363(9)pp. 1995-2000
An efficient and selective method for methoxymethylation of alcohols and phenols with formaldehyde dimethyl acetal (FDMA) catalyzed by electron deficient tin(IV)tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(TPP)(OTf)2], is reported. A variety of primary, secondary and tertiary alcohols as well as phenols were converted to their corresponding methoxymethyl ethers with FDMA in the presence of a high-valent tin(IV) porphyrin. This catalyst can be used for selective methoxymethylation of primary, secondary and tertiary alcohols in the presence of phenols or tertiary alcohols. The present method offers several advantages such as short reaction times, high yields, simple procedure, selectivity and applicability for both alcohols and phenols. © 2009 Elsevier B.V. All rights reserved.
Publication Date: 2010
Monatshefte fur Chemie (00269247) 141(6)pp. 641-647
Different primary, secondary, and tertiary alcohols were efficiently converted to their corresponding methoxymethyl ethers with formaldehyde dimethyl acetal in the presence of catalytic amounts of ZrO(OTf)2 at room temperature. Phenols were also methoxymethylated by this catalytic system. Advantages of using this catalytic system are the short reaction times, easy catalyst preparation, high product yield, solvent-free conditions, applicability for both alcohols and phenols, and reusability of the catalyst. © Springer-Verlag 2010.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. ,
Mirjafari, A. Publication Date: 2010
Monatshefte fur Chemie (00269247) 141(10)pp. 1083-1088
1-Methylimidazolium hydrogensulfate, [Hmim] [HSO4], a Brønsted acidic room temperature ionic liquid, is used as a catalyst and reaction medium for facile and ecofriendly deprotection of methoxymethyl (MOM) and ethoxymethyl (EOM) ethers to their corresponding alcohols under thermal conditions (Δ) and microwave irradiation (MW). Furthermore, one-pot interconversion to the respective acetates and trimethylsilyl (TMS) ethers was also achieved. © Springer-Verlag 2010.
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Anvar, S. ,
Mirjafari, A. Publication Date: 2010
Synlett (14372096) (20)pp. 3104-3112
A series of 2,4-disubstituted quinolines were easily prepared through a one-pot reaction of structurally diverse 2-aminoaryl ketones with various arylacetylenes in the presence of K5CoW12O 403H2O as a reusable and environmentally benign catalyst under microwave irradiation and solvent-free conditions. © 2010 Georg Thieme Verlag Stuttgart, New York.
Mirjafari, A. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Khosropour, A.R. Publication Date: 2010
Tetrahedron Letters (00404039) 51(25)pp. 3274-3276
The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable. © 2010 Elsevier Ltd. All rights reserved.
Publication Date: 2010
Applied Organometallic Chemistry (02682605) 24(10)pp. 708-713
In the present work, highly efficient epoxidation of alkenes catalyzed by Mo(CO)(6) supported on multi-wall carbon nanotubes modified by 2-aminopyrazine, APyz-MWCNTs, is reported. The prepared catalyst was characterized by elemental analysis, scanning electron microscopy, FT IR and diffuses reflectance UV-vis spectroscopic methods. This new heterogenized catalysts, [Mo(CO)(6)@APyz-MWCNT], was used as a highly efficient catalyst for epoxidation of alkenes with tert-BuOOH. This robust catalyst was reused several times without loss of its catalytic activity. Copyright (C) 2010 John Wiley & Sons, Ltd.
Publication Date: 2010
Applied Organometallic Chemistry (10990739) (10)
In the present work, highly efficient epoxidation of alkenes catalyzed by Mo(CO)6 supported on multi-wall carbon nanotubes modified by 2-aminopyrazine, APyz-MWCNTs, is reported. The prepared catalyst was characterized by elemental analysis, scanning electron microscopy, FT IR and diffuses reflectance UV-vis spectroscopic methods. This new heterogenized catalysts, [Mo(CO)6@APyz-MWCNT], was used asa highly efficient catalyst for epoxidation of alkenes with tert-BuOOH. This robust catalyst was reused several times without loss of its catalytic activity. Copyright © 2010 John Wiley & Sons, Ltd.
Publication Date: 2010
Journal of Organometallic Chemistry (0022328X) 695(17)pp. 2014-2021
In the present work, highly efficient epoxidation of alkenes catalyzed by Mo(CO)6 supported on amines modified multi-wall carbon nanotubes, MWCNTs, is reported. The prepared catalysts were characterized by elemental analysis, scanning electron microscopy, FT-IR and diffuse reflectance UV-Vis spectroscopic methods. These new heterogenized catalysts, [Mo(CO) 6@amines-MWCNT], were used as highly efficient catalysts for epoxidation of alkenes with tert-BuOOH. These robust catalysts could be reused several times without loss of their catalytic activities. Highly efficient epoxidation of alkenes catalyzed by Mo(CO)6 supported on amines modified multi-wall carbon nanotubes, MWCNTs, is reported. These new heterogenized catalysts, [Mo(CO)6@amines-MWCNT], were used as highly efficient catalysts for epoxidation of alkenes with tert-BuOOH. These robust catalysts could be reused several times without loss of their catalytic activities. © 2010 Elsevier B.V.
Publication Date: 2010
Polyhedron (02775387) 29(1)pp. 648-654
The hybrid compound consisting of molybdenum(salen) [salen = N,N′-bis(salicylidene)ethylnediamine] complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was synthesized and characterized by elemental analysis, FT-IR, 1H NMR and diffuse reflectance UV-Vis spectroscopic methods and BET analysis. The complex, [Mo(O)2(salen)-POM], was studied, for the first time, in the epoxidation of various alkenes with tert-BuOOH and in 1,2-dichloroethane as solvent. This catalyst can catalyze epoxidation of various olefins including non-activated terminal olefins. The effect of the other parameters such as solvent, oxidant and temperature on the epoxidation of cyclooctene was also investigated. The interesting characteristic of this catalyst is that, in addition to being a heterogeneous catalyst, it gives higher yields towards epoxidation of olefins in comparison to the corresponding homogeneous [Mo(O)2(salen)] complex. © 2009 Elsevier Ltd. All rights reserved.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Mirjafari, A. ,
Sadat mirbagheri, N. Publication Date: 2010
Journal of Molecular Catalysis A: Chemical (13811169) 329(1-2)pp. 44-49
The preparation, characterization and investigation of catalytic activity of Mo(CO)6 supported on multi-wall carbon nanotubes modified with 4-aminopyridine is reported. The catalyst, [Mo(CO)5-APy-MWCNT], was characterized by elemental analysis, scanning electron microscopy, and FT-IR and diffuse reflectance UV-vis spectroscopic methods. This new heterogenized catalyst was used as an efficient catalyst for alkene epoxidation with tert-butyl hydroperoxide (tert-BuOOH) in CCl4 as solvent. This heterogeneous metal carbonyl catalyst showed high stability and reusability in the epoxidation reactions without loss of its catalytic activity. © 2010 Elsevier B.V.
Publication Date: 2010
Polyhedron (02775387) 29(6)pp. 1600-1606
The syntheses, structures and spectroscopic properties of tricarbonylrhenium(I) complexes with N,N′-bis(2-bromo, 4-bromo, 4-chloro and 3-methoxybenzaldehyde)-1,2-diiminoethane Schiff base ligands have been investigated in this paper. Characterization of these complexes was carried out with FTIR, NMR, UV-Vis spectroscopy, elemental analysis and X-ray crystallography. The electrochemical behavior of the investigated complexes has been studied by cyclic voltammetry. The crystal structures of the 4-chloro, 4-bromo and 4-methoxy substituted complexes are stabilized by intermolecular C-H⋯Cl and C-H⋯O hydrogen bonds. The remarkable features of the 2-bromo, 4-bromo and 4-chloro substituted complexes are short intermolecular halogen-oxygen contacts. In the 4-bromo complex, short intermolecular Br⋯O and O⋯O contacts link neighboring molecules along the [1 0 0] direction, which are further stabilized by short intermolecular π⋯π interactions. In 2-bromo complex, intermolecular Br⋯O interactions link neighboring molecules into 1D extended chains along the [0 1 0] and [0 0 1] directions, forming a 2D network which is parallel to the bc-plane. Crown Copyright © 2010.
Publication Date: 2010
Inorganic Chemistry Communications (13877003) 13(2)pp. 244-249
The hybrid complex consist of molybdenylacetylacetonate complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was synthesized and characterized by elemental analysis, SEM, XRD, diffuse reflectance UV-Vis and FT-IR spectroscopic methods. The hybrid complex, [MoO2(acac)-POM] (1), was used for alkene epoxidation with tert-BuOOH in 1,2-dichloroethane as solvent. The complex (1) can catalyze epoxidation of various olefins including non-activated terminal olefins. The effect of reaction parameters such as oxidant, solvent, and temperature on the epoxidation of cyclooctene was also investigated. This heterogeneous catalyst was reused several times in the oxidation of cyclooctene. © 2009 Elsevier B.V. All rights reserved.
Publication Date: 2010
Journal Of The Iranian Chemical Society (1735207X) 7(3)pp. 791-798
Commercially available chloromethylated polystyrene (cross-linked with 2% divinylbenzene) was used to prepare novel and stable polymer supported pyridine-2,6-dicarboxylate. This polymer was found to accelerate the selective removal of Hg(II) from aqueous solutions containing different amounts of Hg(II) (10-100 ppm). Adsorption rate was high at the beginning and then equilibrium was reached in about 25 min. Maximum Hg(II) adsorption capacity of the resin was about 41.5 mg/g of the dry polymer. The Hg(II) adsorption ability increased with the increase in pH, in the range where the solubility of the Hg(II) was not affected by pH. More than 95% of the adsorbed Hg(II) was desorbed in 15 min by using 0.1 M HNO3 as an elution agent. The regeneration of this resin by strong acid was feasible and desorption ratio was very high (up to 96%).
Publication Date: 2010
Polyhedron (02775387) (15)
In the present work, heterogenization of Ru(salophen)Cl via its axial ligation to silica-bound imidazole, SiIm, is reported. The heterogeneous catalyst, [Ru(salophen)Cl-SiIm], was characterized by elemental analysis, SEM, TEM, FT-IR and diffuse reflectance UV-Vis spectroscopic techniques. The catalyst, which is not soluble in water and common organic solvents, was used for efficient epoxidation of cyclic and linear alkenes with NaIO4 under agitation with magnetic stirring. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were also investigated. © 2010 Elsevier Ltd. All rights reserved.
Publication Date: 2010
Ultrasonics Sonochemistry (13504177) 17(2)pp. 453-459
A Keggin type polyoxometalate (POM) has been immobilized in the unique network structure of multi-wall carbon nanotubes (CNTs). The vanadium-containing polyphosphomolybdate (PVMo) supported on CNTs, which was prepared by a one-step solid-state reaction, was characterized by FT-IR, XRD, SEM and elemental analyses. These uniform nanoparticles have an average size 20-30 nm. Furthermore, due to the chemical interaction between PVMo and carboxylic acid groups, PVMo nanoparticles were successfully immobilized on the CNTs. Moreover, the obtained composite was found as an efficient catalyst for oxidation of hydrocarbons under reflux and ultrasonic irradiation (US) conditions. © 2009 Elsevier B.V. All rights reserved.
Publication Date: 2010
Ultrasonics Sonochemistry (13504177) 17(1)pp. 145-152
A Keggin-type heteropolyanion compound (HPO) was doped within the montmorillonite (MMT) structure by impregnation method. The synthesized catalyst was characterized by FT-IR, XRD, UV-vis, CV, SEM and elemental analysis. Based on chemical adsorption between HPO, and hydroxyl surface groups, HPOs nanoparticles were successfully located on the MMT. Moreover, the obtained nanocomposite was found as an efficient catalyst for oxidation of hydrocarbons under reflux and ultrasonic irradiation conditions. © 2009 Elsevier B.V. All rights reserved.
Mirkhani, V. ,
Kia, R. ,
Milić D. ,
Vartooni, A.R. ,
Matković-Čalogović D. Publication Date: 2010
Transition Metal Chemistry (03404285) (1)
Four new Re(I) tricarbonyl-diimine complexes were prepared by reaction of Re(CO)5Cl with N,Næ-bis(substituted benzylidene)ethane-1,2-diamine Schiff base ligands. These compounds were characterized by physico-chemical methods, and their crystal structures were established by X-ray diffraction. The coordination geometry at the Re atom is that of a distorted octahedron, with three carbonyl ligands in the facial geometry. © 2009 Springer Science+Business Media B.V.
Publication Date: 2010
Ultrasonics Sonochemistry (13504177) 17(5)pp. 857-862
Montmorillonite K-10 and KSF were found to be highly efficient, environmentally friendly and recyclable heterogeneous catalysts for the selective synthesis of a variety of 2-aryl-5,6-dihydro-4H-1,3-oxazines from arylnitriles and 3-amino-1-propanol under ultrasound irradiation. This new methodology provides excellent yields in short reaction times (10-25 min). The reaction work-up is very simple and the catalysts can be easily separated from the reaction mixture and reused several times in subsequent reactions. This catalytic system also exhibits excellent chemoselectivity in the synthesis of mono-oxazines from dinitriles. © 2010 Elsevier B.V. All rights reserved.
Publication Date: 2010
Journal of the Iranian Chemical Society (1735207X) 7(2)
A new photocatalyst, nanoporous anatase TiO2 crystalline particles coupled by Na5PV2Mo10O40 Keggin units, TiO2-PVMo, was prepared by combination of the methods of sol-gel and hydrothermal treatment. The catalyst was characterized by X-ray diffraction (XRD), UV diffuse reflectance spectroscopy (UV-DRS), FT-IR spectroscopy, Scanning Electron Microscopy (SEM) and cyclovoltametery (CV). This photocatalyst exhibited a good photocatalytic (UV region) and sonocatalytic activity in the decomposition of different dyes in aqueous systems. The TiO 2-PVMo composite showed higher photocatalytic and sonocatalytic activity than pure polyoxometalate or pure TiO2.
Publication Date: 2009
Catalysis Communications (15667367) 10(6)pp. 853-858
Efficient epoxidation of olefins catalyzed by MoO2(acac)2 supported on functionalized MCM-41 containing N-S chelating Schiff base ligand, MCM-41-SB-MoO2(acac), is reported. The catalyst, MCM-41-SB-MoO2(acac), can be successfully applied for efficient epoxidation of olefins with tert-BuOOH in 1,2-dichloroethane as solvent. This catalyst was characterized by elemental analysis, FT-IR spectroscopy and X-ray diffraction (XRD). This heterogeneous catalyst can be reused several times without significant loss of its catalytic activity. © 2009 Elsevier B.V. All rights reserved.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Gorjipoor, S. ,
Yazdani, P. Publication Date: 2009
Synthetic Communications (15322432) 39(3)pp. 552-561
Efficient ring opening of epoxides with aromatic amines catalyzed by ZrO(OTf)2 is reported, and the corresponding β amino (beta-amino acid) alcohols were obtained in high yields in CH3CN as solvent. The reactions were carried out at room temperature and in the presence of only 1.25 mol% of ZrO(OTf)2. This catalyst can be reused several times without loss of its activity. Copyright © Taylor & Francis Group, LLC.
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Yazdani, P. ,
Ghorjipoor, S. Publication Date: 2009
Heteroatom Chemistry (10981071) 20(3)pp. 131-135
Various types of aromatic aldehydes were efficiently converted to their corresponding 1,3-dioxanes and 1,3-dioxolane with 1,3-propanediol and ethylene glycol, respectively, in the presence of catalytic amount of ZrO(OTf) 2 in acetonitrile at room temperature. The catalyst can be reused several times without loss of its catalytic activity. Very short reaction times, selective acetalization of aromatic aldehydes in the presence of aliphatic aldehydes and ketones, very mild reaction conditions, reusability of the catalyst, and easy workup are noteworthy advantages of this method. © 2009 Wiley Periodicals, Inc.
Publication Date: 2009
Applied Catalysis A: General (0926860X) (1)
Silica supported octabromotetraphenylporphyrinatomanganese (III) chloride, Mn(Br8TPP)Cl-SiIm, and tetraphenylporphyrinatomangenese (III) chloride, Mn(TPP)Cl-SiIm were used as heterogeneous catalysts for biomimetic oxidation of sulfides with NaIO4 under agitation with magnetic stirring and sulfoxides and sulfones were obtained as products in high to excellent yields. Ultrasonic irradiation enhanced the catalytic activity of these catalysts in the oxidation of sulfides, reduced the reaction times and increased the product yields. Linear sulfides were completely converted to sulfones while aromatic and cyclic sulfides produced the sulfoxide and sulfone. These new heterogenized catalysts could be reused several times without significant loss of their catalytic activity. © 2008 Elsevier B.V. All rights reserved.
Publication Date: 2009
Synthetic Communications (15322432) 39(24)pp. 4328-4340
Carbon-based solid acid, a strong solid acid catalyst, was prepared readily by sulfonation and carbonization of aromatic compounds such as naphthalene in sulfuric acid at 250°C. This reusable and ecofriendly carbon-based solid acid highly efficiently condensed-naphtol with aromatic aldehydes under solvent-free conditions, and the corresponding aryl-14-H-dibenzo[a,j]xanthenes were obtained in excellent yields. The catalyst can be reused several times without loss of its activity.
Publication Date: 2009
Applied Catalysis A: General (0926860X) 358(2)pp. 157-163
12-Molybdophosphoric acid (MPA) encapsulated in the supercage of dealuminated zeolite Y (DAZY) was prepared and characterized by infrared spectroscopy (FT-IR), X-ray diffraction (XRD), differential thermal gravimetry (DTG) and atomic absorption spectroscopy (AAS) techniques. The amount of MPA in the supercage of zeolite was 0.0875 g/g of supported catalyst. This catalyst was used for efficient oximation of aldehydes under mechanical stirring, ultrasonic irradiation and solvent-free conditions and the corresponding products were obtained in 65-100% yields. The reaction times were 25-250 min for system under agitation with magnetic stirring, while under ultrasonic irradiation or solvent-free conditions, the oxime yields were increased and the reaction times decreased. The zeolite Y encapsulated 12-molybdophosphoric acid (MPA-DAZY) catalyst was reused several times without loss of its catalytic activity. The amount of Mo leached was less than 2.9%. © 2009 Elsevier B.V. All rights reserved.
Publication Date: 2009
Journal of Molecular Catalysis A: Chemical (13811169) 302(1-2)pp. 68-75
Manganese (III) 5,10,15,20-tetrakis(4-N-methylpyridyl) porphyrin encapsulated into zeolite X, [Mn(TMPyP)-NaX], and zeolite Y, [Mn(TMPyP)-NaY] was synthesized through the zeolite synthesis method, in which NaX and NaY zeolites were synthesized around one cationic Mn porphyrin. The syntheses yielded pure MnP-NaX and MnP-NaY catalysts without any by-products blocking the zeolite nanopores. These heterogenized catalysts were characterized by FT-IR, UV-vis spectroscopic techniques, X-ray diffraction (XRD), neutron activation analysis (NAA) and thermal analysis. These catalysts were used for efficient and selective alkene epoxidation with NaIO4 under mechanical stirring and under ultrasonic irradiation. These catalysts were also used for epoxidation of linear alkenes and good shape selectivity was observed. © 2008 Elsevier B.V. All rights reserved.
Publication Date: 2009
Journal of the Iranian Chemical Society (1735207X) 6(2)pp. 251-258
Efficient synthesis of 2-oxazolines by the reaction of nitriles with β-aminoalcohols using InCl3 as catalyst under reflux conditions is reported. This catalyst can be successfully applied to the chemoselective conversion of dicyanobenzenes to their corresponding mono- and bis-oxazolines. The application of ultrasonic and microwave irradiation improved the yields and reduced the reaction times. Another advantage of this catalytic system is its ability to carry out large-scale reactions under ultrasonic and MW irradiations. Alkylnitriles such as acetonitrile was also converted to its corresponding 2-methyloxazoline in the presence of catalytic amounts of InCl3.
Publication Date: 2009
Bulletin of the Korean Chemical Society (12295949) (9)
In the present study, at first, 2,4-Dihydroxy Salophen (2,4-DHS), has been synthesized by combination of 1, 2-diaminobenzene and 2,4-dihydroxybenzaldehyde in a solvent system. This ligand containing meta-quinone functional groups were characterized using UV-Vis and IR spectroscopies. Subsequently, the interaction between native calf thymus deoxyribonucleic acid (ct-DNA) and 2,4-DHS, was investigated in 10 mM Tris/HCl buffer solution, pH 7.2, using UV-visible absorption and fluorescence spectroscopies, thermal denaturation technique and viscosity measurements. From spectrophotometric titration experiments, the binding constant of 2,4-DHS with ct-DNA was found to be (1.1 ± 0.2) × 104 M-1. The fluorescence study represents the quenching effect of 2,4-DHS on bound ethidium bromide to DNA. The quenching process obeys linear Stern-Volmer equation in extended range of 2,4-DHS concentration. Thermal denaturation experiments represent the increasing of melting temperature of DNA (about 3.5 °C) due to binding of 2,4-DHS. These results are consistent with a binding mode dominated by interactions with the groove of ct-DNA.
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Kargar, H. ,
Zeini-isfahani, N. Publication Date: 2009
Polyhedron (02775387) 28(17)pp. 3816-3822
In this paper, the biomimetic epoxidation of alkenes catalyzed by tetrakis(p-aminophenyl)porphyrinatomanganese(III) chloride, [Mn(TNH2PP)Cl], supported on functionalized multi-wall carbon nanotubes, MWCNT, is reported. The catalyst, [Mn(TNH2PP)Cl-MWCNT], was used as an efficient and heterogeneous catalyst for epoxidation of alkenes with NaIO4 at room temperature, in the presence of imidazole as an axial ligand. This new heterogenized catalyst was characterized by elemental analysis, FT IR spectroscopy, diffuse reflectance UV-Vis spectrophotometry, scanning electron microscopy and transmission electron microscopy. The biggest advantage of Mn(TNH2PP)Cl-MWCNT is its high reusability in the oxidation reactions, in which the catalyst was reused several times without significant loss of its catalytic activity. © 2009 Elsevier Ltd. All rights reserved.
Publication Date: 2009
Journal of the Iranian Chemical Society (1735207X) (3)
In this paper, photocatalytic degradation of commercial textile azo dyes catalyzed by titanium dioxide and modified titanium dioxide with Ag metal (1% w/w) in aqueous solution under irradiation with a 400 W high-pressure mercury lamp is reported. The effect of various parameters such as irradiation time of UV light, amount of photocatalyst, flow rate of oxygen, pH and temperature for the Ag-TiO2 photocatalyst were investigated. Kinetic investigations of photodegradation indicated that reactions obey improved Langmuir-Hinshelwood model and pseudo-first-order law. The rate constant studies of photocatalytic degradation reactions for Ag-TiO2 and TiO2 photocatalysts indicated that in all cases the rate constant of the reaction for Ag-TiO2 was higher than that of TiO2.
Publication Date: 2009
Journal of the Iranian Chemical Society (1735207X) (4)
The photocatalytic degradation of ortho, para and meta-nitroanilines (ONA, PNA and MNA) was investigated by Ag-TiO2 suspension. The effect of some parameters such as the amount of photocatalyst, irradiation time of UV light, flow rate of O2, pH, and temperature for the Ag-TiO2 photocatalyst was also examined. Degradation of amines was small when the reaction was carried out in the absence of photocatalyst, and negligible in the absence of the UV light. Degradation rate of aniline derivatives decreases with increasing O2 in the system. The effect of pH indicated that effective degradation occurred in alkaline conditions. Degradation kinetics of these aromatic amines can be described by Langmuir-Hinshelwood equation and shows pseudo-first order law.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Sirjanian, N. ,
Parand, S. Publication Date: 2009
Bioorganic and Medicinal Chemistry (09680896) 17(9)pp. 3394-3398
In this report, highly efficient oxidative decarboxylation of carboxylic acids with sodium periodate catalyzed by a supported manganese(III) porphyrin is described. In the presence of manganese(III) tetra(4-pyridyl)porphyrin supported on cross-linked chloromethylated polystyrene, [Mn(T4PyP)-CMP], as catalyst, carboxylic acids were converted to their corresponding carbonyl compounds via oxidative decarboxylation with sodium periodate using imidazole as axial ligand. The oxidation of anti-inflammatory drugs such Indomethacin and Ibuprofen was carried out successfully and the decarboxylated products were obtained. This catalyst can be reused several times without loss of its catalytic activity in the oxidation reactions. © 2009 Elsevier Ltd. All rights reserved.
Publication Date: 2009
Monatshefte fur Chemie (00269247) 140(12)pp. 1489-1494
A highly sulfonated carbon as an efficient, recyclable, nontoxic, and green solid acid catalyst was readily synthesized by simultaneous sulfonation, dehydration, and carbonization of sucrose in sulfuric acid and was characterized by FT-IR, TG-DTG, XRD, and CHNS analysis, neutralization potentiometric titration, and SEM techniques. This new catalyst was used for preparation of 2-oxazolines and bis-oxazolines by reaction of β-aminoethanol with nitriles under reflux conditions. Sonication of this system enhanced the catalytic activity of the carbon-based solid acid and led to higher product yields and shorter reaction times. Another advantage of the system under ultrasonic irradiation is the ability to carry out large-scale reactions. In two cases, the catalyst was reused several times without loss of its activity. © 2009 Springer-Verlag.
Publication Date: 2009
Applied Organometallic Chemistry (10990739) 23(11)pp. 446-454
In this paper, rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) in the presence of catalytic amounts of high-valent [SnIV(TPP)(OTf)2] is reported. This catalytic system catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS-ethers were obtained in high yields and short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several timeswithout loss of its catalytic activity. © 2009 John Wiley & Sons, Ltd.
Hatefi ardakani m., M. ,
Moghadam, M. ,
Sheikhshoaie, I. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Kargar, H. Publication Date: 2009
Applied Catalysis A: General (0926860X) 370(1-2)pp. 66-71
In the present work, Ru(III) salophen has been successfully supported on polystyrene-bound imidazole, PSI, via axial ligation. The catalyst, Ru(salophen)Cl-PSI, was characterized by FT-IR, UV-vis spectroscopic techniques, SEM and elemental analysis. This catalyst was used as an efficient catalyst for epoxidation of alkenes with NaIO4 under agitation with magnetic stirring. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were also investigated. © 2009 Elsevier B.V. All rights reserved.
Publication Date: 2009
Transition Metal Chemistry (03404285) (2)
fac-[Re(CO)3(2-nben)Cl] and fac-[Re(CO)3(4-nbzen)Cl] complexes consisting of 2-nbzen = N,N'-bis(2-nitrobenzaldehyde)-1,2- diiminoethane and 4-nbzen = N,N'-bis(4-nitrobenzaldehyde)-1,2-diiminoethane were synthesized by the reaction of Re(CO)5Cl with nbzen ligands. These complexes were characterized by physico-chemical, spectroscopic methods and X-ray crystallography. The electrochemical behavior of the two complexes was investigated by cyclic voltammetry. In the crystal structure of [Re(CO) 3(4-nbzen)Cl], the neighbouring molecules are linked together by intermolecular C-H•••Cl interactions to form 1D extended chains along the b-axis. © 2009 Springer Science+Business Media B.V.
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Shariati, L. ,
Babaghanbari m., ,
Zarea m., Publication Date: 2009
Journal of the Iranian Chemical Society (1735207X) 6(4)pp. 789-799
A highly efficient method for the ring opening of epoxides catalyzed by ZrO(OTf)2 was adopted. This catalyst efficiently catalyzed alcoholysis, acetolysis and hydrolysis of epoxides and the corresponding alkoxy alcohols, acetoxy alcohols and 1,2- diols were obtained in excellent yields. Conversion of epoxides to 1,2-diacetetes, thiiranes and 1,3-dioxolanes was also performed in the presence of catalytic amounts of ZrO(OTf)2, and the corresponding products were obtained in high to excellent yields. The high catalytic activity of ZrO(OTf)2 is due to the replacement of Cl with OTf, which makes the ZrO(OTf)2 as efficient Lewis acid.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Babaghanbari m., ,
Zarea m., ,
Shariati, L. ,
Taghavi, S.A. Publication Date: 2009
Journal of the Iranian Chemical Society (1735207X) 6(3)pp. 523-532
Highly efficient acetylation and benzoylation of alcohols, phenols, amines and thiols with acetic and benzoic anhydrides catalyzed by new and reusable zirconyl triflate, ZrO(OTf)2, is reported. The high catalytic activity of electron deficient ZrO(OTf)2 can be used for the acetylation and benzoylation of not only primary alcohols but also sterically-hindered secondary and tertiary alcohols with acetic and benzoic anhydrides. Acetylation of phenols with acetic and benzoic anhydrides was achieved to afford the desired acetates and benzoates efficiently. This catalyst also efficiently catalyzed the acetylation and benzoylation of amines and thiols whereby the corresponding amides and thioesters were obtained in good to excellent yields. This catalyst can be reused several times without loss of its activity.
Publication Date: 2008
Acta Crystallographica Section E: Structure Reports Online (16005368) (9)
The bis-Schiff base title compound, C20H16N2O4·C7H8, crystallized as a toluene solvate. In the solid state, it is present as its prototropic tautomer formed by transfer of one of the ortho-hydroxyl H atoms. The proton transfer is accompanied by a shift of electron pairs, as is evident from the observed C - O and C - N bond distances of 1.305 (2) and 1.315 (2) Å, which are largely consistent with C=O and C - N distances. The actual mol-ecule present in the solid state is thus the charge-neutral Β-keto amine, with a small contribution of its zwitterionic valence tautomer via partial delocalization of electron pairs along the N - C - C - C - O atom chain. The dihedral angles between the central benzene ring and the two outer benzene rings of the Schiff base are 51.99 (8) and 12.95 (9)°. Intra-molecular O - H⋯N and N - H⋯O hydrogen bonds generate S(6) ring motifs, whereas intra-molecular N - H⋯N hydrogen bonds generate S(5) ring motifs. In the crystal structure, O - H⋯O hydrogen bonds and weak C - H⋯O inter-actions link the mol-ecules into one-dimensional zigzag chains along the b axis; these chains are further stacked by O - H⋯O and weak C - H⋯O inter-actions along the c axis, forming two-dimensional extended networks parallel to the bc plane. In addition, the crystal structure is further stabilized by weak C - H⋯π and π-π inter-actions.
Publication Date: 2008
Acta Crystallographica Section E: Structure Reports Online (16005368) (9)
In the title complex, [Ni(C20H14N2O4)]·2H2O, the NiII ion is in an essentially square-planar geometry involving an N2O2 atom set of the tetra-dentate Schiff base ligand. The Ni atom lies on a crystallographic twofold rotation axis. The asymmetric unit contains one half-mol-ecule of the complex and a water mol-ecule. An inter-molecular O - H⋯O hydrogen bond forms a four-membered ring, producing an R 1 2(4) ring motif involving a bifurcated hydrogen bond to the phenolate O atoms of the complex mol-ecule. In the crystal structure, mol-ecules are linked by π-π stacking inter-actions, with centroid-centroid distances in the range 3.5750 (11)-3.7750 (11) Å. As a result of the twofold symmetry, the central benzene ring makes the same dihedral angle of 15.75 (9)° with the two outer benzene rings. The dihedral angle between the two hydroxy-phenyl rings is 13.16 (5)°. In the crystal structure, mol-ecules are linked into infinite one-dimensional chains by directed four-membered O - H⋯O - H inter-actions along the c axis and are further connected by C - H⋯O and π-π stacking into a three-dimensional network. An inter-esting feature of the crystal structure is the short Ni⋯O, O⋯O and N⋯N inter-actions which are shorter than the sum of the van der Waals radii of the relevant atoms. The crystal structure is stabilized by inter-molecular O - H⋯O and C - H⋯O hydrogen bonds and by π-π stacking inter-actions.
Publication Date: 2008
Polyhedron (02775387) 27(12)pp. 2612-2624
A wide variety of primary and secondary alcohols were efficiently converted to their corresponding methoxymethyl (MOM) and ethoxymethyl (EOM) ethers in the presence of catalytic amounts of supported H3PW12O40 on silica gel and zirconia at room temperature and under microwave irradiation at solvent-free conditions, whereas, phenols and tertiary alcohols remained intact under the same reaction conditions. Deprotection of these ethers to their parent alcohols was also achieved using these heterogeneous catalysts in ethanol, as a green solvent, under reflux conditions and microwave irradiation. Selective deprotection of primary and secondary MOM- and EOM-ethers in the presence of phenolic and tertiary ones, methyl and benzyl ethers, esters and trimethylsilyl ethers was achieved by these reagent systems. The present methodology offers several advantages such as short reaction times, high yields, simple procedure, heterogeneous reaction conditions, selectivity, non-toxicity and reusability of the catalysts. © 2008.
Publication Date: 2008
Catalysis Communications (15667367) 9(14)pp. 2411-2416
The catalytic activity of a hybrid compound, [Cu(salen)-POM], (1) consisting of Cu (II)(salen)[H2salen= N,N′-bis(salicylidene)ethylenediamine] complex covalently linked to a Keggin type polyoxometalate (POM), K8SiW11O39, was studied in the oxidation of various alkanes and alkenes in acetonitrile, using hydrogen peroxide as oxygen source. While, [Cu(salen)-POM] catalyst showed mode rate to good catalytic activity and product selectivity in the oxidation reactions, the complex Cu(II)(salen) showed poor catalytic activity in these reactions. The effect of other parameters such as solvent, oxidant and temperature was also investigated. © 2008 Elsevier B.V. All rights reserved.
Publication Date: 2008
Applied Catalysis A: General (0926860X) 349(1-2)pp. 177-181
Efficient oxidation of sulfides with sodium periodate catalyzed by manganese (III) tetrapyridylporphyrin supported on chloromethylatedpolystyrene is reported. This catalyst shows high activity in the oxidation of various sulfides to their corresponding sulfoxides and sulfones at room temperature. The effect of different axial ligands, oxidants, solvents, and catalyst amount was also investigated in this catalytic system. This heterogeneous catalyst can be reused five times without significant loss of its activity. © 2008 Elsevier B.V. All rights reserved.
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mohammadpoor baltork, I. ,
Shams solari, I. ,
Rasouli, N. Publication Date: 2008
Applied Catalysis A: General (0926860X) 334(1-2)pp. 106-111
The catalytic activity of a hybrid compound, nickel(salen)-POM (1), consisting of nickel(salen) [salen = N,N′-bis(salicylidene)ethylenediamine] complex covalently linked to a lacunary Keggin-type polyoxometalate, K8[SiW11O39] (POM), was studied in the epoxidation of various olefins in acetonitrile, using hydrogen peroxide as an oxygen source. This is the first time that nickel(salen)-POM has been used as a catalyst for the liquid phase epoxidation of olefins. The complex (1) can catalyze epoxidation of various olefins including non-activated terminal olefins. The effect of reaction parameters such as temperature, solvent and oxidant on the epoxidation of styrene were investigated. In comparison with the corresponding Ni(salen), the higher yields obtained in the epoxidation of olefins catalyzed by nickel(salen)-POM. © 2007.
Publication Date: 2008
Applied Catalysis A: General (0926860X) 345(1)pp. 97-103
The manganese(III)-salophen complex has been successfully immobilized for the first time on natural diatomite by a simple procedure. This catalyst was characterized by FT-IR, UV-vis, SEM and elemental analysis. The new catalytic material has been evaluated as oxidation catalyst. Our results show that these composite exhibit significant catalytic activities for alkene epoxidation and alkane hydroxylation using sodium periodate as oxidant. © 2008 Elsevier B.V. All rights reserved.
Publication Date: 2008
Journal of the Iranian Chemical Society (1735207X) (3)
The catalytic activity of Mn(salen)Cl containing tert-pentyl groups at the 3,5-positions of the salen ligand in the epoxidation of alkenes and hydroxylation of alkanes was studied at room temperature, using sodium periodate as an oxygen source. The effects of various axial ligands were investigated in the epoxidation of cyclooctene. Imidazole, as a strong π-donor ligand, was the best axial ligand. The effect of different solvents was studied in the epoxidation of cyclooctene in CH3CN/H2O solvent mixture. The epoxidation reactions of cyclooctene by different oxygen donors including NaIO4, Bu4NIO4, KHSO5, H 2O2, H2O2/urea, NaOCl and tert-BuOOH were also studied and NaIO4 was selected as oxygen source. The presence of bulky substituents in the 3,5-positions of the salen ligand was found to increase the catalytic activity of this complex.
Publication Date: 2008
Catalysis Communications (15667367) 9(6)pp. 1153-1161
A convenient and green method for the synthesis of aromatic 2-oxazolines, 2-imidazolines and 2-thiazolines using tungstophosphoric acid (TPA), a commercially available, stable and reusable catalyst, from the reaction of aromatic nitriles and 2-aminoalcohols, ethylenediamine or 2-aminoethanethiol under solvent-free conditions is reported. It is noteworthy that this procedure could be used for selective synthesis of mono- and bis-oxazolines and imidazolines from dicyanobenzene. In three cases the catalyst could be reused several times without significant loss of its catalytic activity. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2008
Canadian Journal of Chemistry (00084042) 86(8)pp. 831-840
Different types of primary and secondary alcohols were efficiently transformed to their corresponding methoxymethyl (MOM) and ethoxymethyl (EOM) ethers in the presence of catalytic amounts of H3PW 12O40 at room temperature under solvent-free conditions. Selective protection of primary and secondary alcohols in the presence of phenols and tertiary alcohols was achieved by this method. Deprotection of these ethers to their parent alcohols was also performed using this catalyst in ethanol under reflux conditions. We have also found that primary and secondary MOM- and EOM-ethers are selectively deprotected in the presence of phenolic and tertiary ones, methyl and benzyl ethers, esters, and trimethylsilyl ethers by this catalyst. The notable advantages of this protocol are high yields, short reaction times, easy work-up, non-toxicity, easy availability and handling, eco-friendly, and reusability of the catalyst. © 2008 NRC Canada.
Tangestaninejad, S. ,
Mirkhani, V. ,
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Shams solari, I. ,
Salavati, H. Publication Date: 2008
Ultrasonics Sonochemistry (13504177) 15(4)pp. 438-447
Vanadium polyoxometalate (PVMo) supported on mesoporous MCM-41, MCM-41-NH2, as efficient and heterogeneous catalysts, with large surface area, for hydrocarbon oxidation with hydrogen peroxide is reported. Oxidation of the alkenes and alkanes gave product selectivities, which are similar to those observed for corresponding homogeneous catalyst. PVMo-MCM was prepared by introduction of PVMo into the mesoporous molecule sieves of MCM-41 by impregnation and adsorption techniques. The samples were characterized by X-raydiffraction (XRD), thermal gravimetric-differential thermal analysis (TG-DTA), FT-IR, scanning electron microscopy (SEM), UV-Vis and cyclic voltametry (CV). Ultrasonic irradiation has a particular effect on MCM-41 structural uniformity and reduced the reaction times and improved the product yields. In addition, the solid catalysts could be recovered and reused several times without loss of its activity. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2008
Catalysis Communications (15667367) 9(2)pp. 219-223
The catalytic activity of a hybrid compound Co(salen)-POM (1) consisting of cobalt(salen) [salen = N,N′-bis(salicylidene)ethylenediamine] complex covalently linked to a Keggin type polyoxometalate (POM) was studied, for the first time, in the oxidation of various olefins in acetonitrile, using hydrogen peroxide as an oxygen source. The complex (1) can catalyze oxidation of various olefins including non-activated terminal olefins. The effect of other parameters such as solvent, oxidant and temperature were also investigated. The selective oxidation of benzyl halides to their corresponding carbonyl compounds by complex (1), as catalyst, was also examined at room temperature. © 2007.
Publication Date: 2008
Journal of the Iranian Chemical Society (1735207X) 5(SUPPL.1)
A new heterogeneous catalyst prepared by immobilization of MO 2(acac)2 on Mobil Catalytic Material, MCM-41, is reported. This catalyst, MoO2(acac)2-MCM-41, was successfully applied for efficient epoxidation of olefins with tert-BuOOH in 1,2-dichloroethane as solvent. The catalyst was characterized by elemental analysis, FT-IR, UV-Vis, X-ray diffraction (XRD), and scanning electron microscopy (SEM). This catalyst can be reused several times without significant loss of its catalytic activity.
Publication Date: 2008
Inorganic Chemistry Communications (13877003) 11(3)pp. 270-274
The catalytic activity of molybdenyl acetylacetonate supported on silica functionalized imidazole, MoO2(acac)-SiIm, was investigated in the alkene epoxidation with tert-BuOOH. This heterogeneous catalyst can be applied for successful epoxidation of alkenes in refluxing 1,2-dichloroethane. The prepared catalyst was characterized by elemental analysis, FT-IR spectroscopy, UV-Vis spectroscopy, and SEM. This catalyst can be reused several times without significant of its catalytic activity. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2008
Acta Crystallographica Section E: Structure Reports Online (16005368) (8)
The mol-ecule of the title Schiff base compound, C16H14Br2N2, lies across a crystallographic inversion centre. The C=N bond adopts a trans configuration. The imino group is coplanar with the benzene ring. Within the mol-ecule, the planar units are parallel, but extend in opposite directions from the dimethyl-ene bridge. The inter-esting feature of the structure is the weak Br⋯Br inter-action [3.7501 (2) Å] linking the mol-ecules into chains along the c axis. These chains are stacked along the b axis.
Publication Date: 2008
Acta Crystallographica Section E: Structure Reports Online (16005368) (9)
The mol-ecule of the title bidentate Schiff base ligand, C18H20N2O2, has twofold crystallographic rotation symmetry, giving one half-mol-ecule per asymmetric unit. It adopts a twisted E configuration with respect to the azomethine C=N bond. The imino group is coplanar with the aromatic ring. The dihedral angle between the two benzene rings is 69.52 (5)°. The meth-oxy group is coplanar with the benzene ring, as indicated by the C - O - C - C torsion angle of -179.56 (8)°. In the unit cell, mol-ecules are linked together by inter-molecular C - H⋯O hydrogen bonds, forming chains along the a axis; these chains are further stacked down the b axis by both inter-molecular C - H⋯O and C - H⋯π inter-actions.
Publication Date: 2008
Acta Crystallographica Section E: Structure Reports Online (16005368) (8)
The mol-ecule of the title Schiff base compound, C16H14Br2N2, lies across a crystallographic inversion centre and adopts an E configuration with respect to the azomethine C=N bond. The imino group is coplanar with the aromatic ring. Within the mol-ecule, the planar units are parallel, but extend in opposite directions from the dimethyl-ene bridge. The crystal structure is stabilized by inter-molecular C - H⋯π inter-actions and Br⋯Br [3.6307 (4) Å] short contacts.
Tangestaninejad, S. ,
Moghadam, M. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Shams solari, I. ,
Salavati, H. Publication Date: 2008
Catalysis Communications (15667367) 9(6)pp. 1001-1009
In the present work, efficient epoxidation of olefins with hydrogen peroxide catalyzed by Na5[PV2Mo10O40] supported on TiO2 nanoparticles, PVMo-TiO2, in acetonitrile is reported. The PVMo-TiO2 catalyst was characterized by elemental analysis, FT-IR, UV-Vis, XRD, CV and SEM techniques. Ultrasonic irradiation increased the catalytic activity of the catalyst, reduced the reaction times and increased the products yields. The catalyst was reused several times without significant loss of its catalytic activity. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2008
Catalysis Communications (15667367) 9(13)pp. 2171-2174
The catalytic activity of a hybrid compound [Fe(salen)-POM] (1) consisting of metallosalen moiety, [FeIII(salen)Cl], covalently linked to a Keggin type polyoxometalate, K8SiW11O39 (POM), in the oxidation of hydrocarbons with hydrogen peroxide was investigated. Reaction products were identified by gas chromatography and satisfactory yields were obtained. While, the Fe(salen)-POM catalyst showed high catalytic activity and product selectivity in the oxidation reactions, the metallosalen alone, [FeIII(salen)Cl], showed very poor catalytic activity in these reactions. The ability of various transition metal ions in this oxidation system was also investigated. Among a series of hybrid compounds, Fe(salen)-POM showed the highest activity. © 2008 Elsevier B.V. All rights reserved.
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Chahardahcheric, S. ,
Tavakoli, Z. Publication Date: 2008
Journal of Organometallic Chemistry (0022328X) 693(11)pp. 2041-2046
In this paper, rapid and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane in the presence of catalytic amounts of ZrO(OTf)2 is reported. Primary, secondary and tertiary alcohols as well as phenols were efficiently converted to their corresponding TMS ethers in short reaction times at room temperature. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. © 2008 Elsevier B.V. All rights reserved.
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Mirkhani, V. ,
Zolfigol, M.A. ,
Hojati, S.F. Publication Date: 2008
Journal Of The Iranian Chemical Society (1735207X) 5(SUPPL.1)
A simple, rapid and efficient method for the preparation of benzoxazoles, benzimidazoles and oxazolo[4,5-b]pyridines from the reaction of orthoesters with o-aminophenols, o-phenylenediamine and 2-amino-3-hydroxypyridine in the presence of silica sulfuric acid under heterogeneous and solvent-free conditions is reported. The significant features of this method are short reaction times, high yields of the products, mild reaction conditions, solvent free reaction, cheapness, non-toxicity and reusability of the catalyst.
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Zolfigol, M.A. ,
Abdollahi-alibeik, M. ,
Khosropour, A.R. ,
Kargar, H. ,
Hojati, S.F. Publication Date: 2008
Catalysis Communications (15667367) 9(5)pp. 894-901
A practical, efficient and inexpensive method for the synthesis of 2-oxazolines and 2-imidazoline from the reaction of nitriles with β-aminoalcohols and ethylenediamine (EDA), respectively, using silica sulfuric acid as a heterogeneous catalyst under reflux conditions is reported. This catalyst can be successfully applied for the chemoselective conversion of dicyanobenzenes to their corresponding mono- and bis-oxazolines. The application of ultrasonic irradiation improved the yields and reduced the reaction times. The use of silica sulfuric acid catalyst is feasible because of its easy preparation, easy handling, stability, easy recovery, reusability, good activity and eco-friendly. © 2007.
Publication Date: 2008
Journal of Molecular Catalysis A: Chemical (13811169) (1-2)
The imidazole-modified silica (SiIm) was used for immobilization of octabromotetraphenylporphyrinatomanganese(III) chloride, Mn(Br8TPP)Cl and tetraphenylporphyrinatomanganese(III) chloride, Mn(TPP)Cl. SiIm is not only a heterogeneous axial base but also a support for immobilization of manganese porphyrins. [Mn(Br8TPP)Cl-SiIm] and [Mn(TPP)Cl-SiIm] as biomimetic oxidation catalysts catalyze alkene epoxidation and alkane hydroxylation with NaIO4 under agitation with magnetic stirring. Ultrasonic irradiation enhanced the catalytic activity of these catalysts in alkene epoxidation and alkane hydroxylation and this led to shorter reaction times and higher product yields. These new heterogenized catalysts could be reused several times without significant loss of their catalytic activity. © 2008 Elsevier B.V. All rights reserved.
Publication Date: 2008
Ultrasonics Sonochemistry (13504177) 15(5)pp. 815-822
Na5PV2Mo10O40 supported on nanoporous anatase TiO2 particles, TiO2-PVMo, was used as an efficient photocatalyst for photocatalytic degradation of different dyes by visible light using oxygen as oxidant. This catalyst showed a good catalytic activity in the sonocatalytic and sonophotocatalytic decomposition of different dyes in aqueous solutions. The TiO2-PVMo composite showed higher photocatalytic and sonocatalytic activity than pure polyoxometalate or pure TiO2. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2008
Polyhedron (02775387) 27(2)pp. 750-758
12-Tungstophosphoric acid (TPA) supported on silica, activated carbon and poly(4-styrylmethyl)pyridinium chloride (PMP) were found to be highly efficient catalysts for the synthesis of oxazolines, imidazolines and thiazolines from the condensation of various nitriles with aminoalcohols, ethylenediamine and cisteamine, respectively. In the case of oxazolines, dicyanobenzenes were selectively converted to mono- and bis-oxazolines in the presence of these catalysts. In the reaction of dicyanobenzenes with ethylenediamine, only mono-imidazolines were produced and the remaining cyano group did not react even with long reaction times. In the case of thiazolines, only bis-thiazolines were produced in the reaction of dicyanobenzenes with cysteamine. Furthermore, these catalysts could be recovered and reused without significant loss of their activities. © 2007 Elsevier Ltd. All rights reserved.
Publication Date: 2007
Journal of Porphyrins and Phthalocyanines (10884246) (2)
The association behavior of tetrakis(N,N′,N″,N‴- tetramethyltetra-3,4-pridino)-porphyrazine cobalt(II) ([Co(II)3,4-TMTPPA] 4+) was investigated in aqueous solution at 25°C and various ionic strengths using optical absorption and resonance light scattering spectroscopies. The results show that [Co(II)3,4-TMTPPA]4+ does not have any affinity for aggregation due to increasing salt concentration and exists as the monomer form even in homogeneous aqueous solutions at high ionic strengths (more than 1 M concentration of NaCl). The interaction of [Co(II)3,4-TMTPPA]4+ with calf thymus DNA in aqueous solution has also been studied in 5 mM phosphate buffer pH 7.2, by optical absorption and resonance light scattering spectroscopies, and thermal denaturation experiments. The appearance of hypochromicity of less than 10% and a bathochromic shift of Δλ < 8 nm in the UV-vis spectra of [Co(II)3,4-TMTPPA] 4+, an increase in the thermal melting point of DNA, and no enhancement in resonance light scattering spectra of porphyrazine due to interaction with DNA, indicates the minor outside-groove binding mode without any stack aggregate formation. The thermodynamics of the binding of [Co(II)3,4-TMTPPA]4+-DNA has also been studied. The binding constant (K) was obtained by analysis of optical absorption spectra of the above-mentioned complex at various DNA concentrations using SQUAD software. The value of K was estimated as 1.31 × 106 ± 1.174 M -1 at 25°C. The thermodynamic parameters were calculated by van't Hoff equation. The enthalpy and entropy changes were 48.77 ± 2.50 kJ.mol-1 and 280.77 ± 9.62 J.mol-1.K-1 at 25°C, respectively. The results indicate that the process is entropy driven suggesting that hydrophobic interactions are the main driving forces for complex formation. The increase of ionic strength due to the addition of NaCl, destabilized porphyrazine-DNA complexes, which indicates the competition of Na+ ions with porphyrazine complexes for occupation of minor groove binding sites. Copyright © 2007 Society of Porphyrins & Phthalocyanines.
Publication Date: 2007
Monatshefte fur Chemie (00269247) (12)
The Mn(III)-salen, containing phosphonium groups at the 5,5′-positions of the salen ligand supported on Amberlite IRA-200 via electrostatic binding was used for the oxidation of alkenes and alkanes with sodium periodate at room temperature in the presence of imidazoles as axial ligands, and the effect of solvent, different axial ligands, and various oxygen donors was investigated. This heterogenized catalyst shows high catalytic activity in alkene epoxidation and alkane hydroxylation. It showed high selectivity in the epoxidation of stilbenes, α-pinene, and (R)-(+)-limonene, and exhibits a particular ability to epoxidize linear alkenes. The stability and reusability of this new heterogenized metallo-salen complex was also investigated. The catalyst was characterized by FTIR, UV-Vis, SEM, and thermal analysis. © 2007 Springer-Verlag.
Publication Date: 2007
Inorganic Chemistry Communications (13877003) 10(12)pp. 1537-1540
The catalytic activity of a hybrid compound [Fe(salen)-POM] (1) consisting of Fe(III)(salen)Cl [H2salen = N,N′-bis(salicylidene)ethylenediamine] complex covalently linked to a Keggin type polyoxometalate, K8 SiW11 O39, (POM) was studied in the oxidation of various olefins in acetonitrile, using hydrogen peroxide as oxygen source. While, [Fe(salen)-POM] catalyst showed moderate to good catalytic activity and product selectivity in the oxidation reactions, the complex Fe(III)(salen)Cl showed poor catalytic activity in these reactions. The effect of other parameters such solvent, oxidant, temperature and the metal type in Schiff base complex were also investigated. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2007
Catalysis Communications (15667367) 8(12)pp. 2087-2095
The new electron deficient tin(IV)tetraphenylporphyrinato tetrafluoroborate, [SnIV(tpp)(BF4)2], was used as an efficient catalyst for the alcoholysis, hydrolysis, and acetolysis of epoxides. Conversion of epoxides to thiiranes was also performed efficiently in the presence of this catalyst. This catalyst efficiently catalyzed conversion of epoxides to 1,3-dioxolanes. The results showed that replacing of BF4- with Cl- converts the tin(IV) porphyrin to an efficient Lewis acid. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2007
Journal of Molecular Catalysis A: Chemical (13811169) 274(1-2)pp. 217-223
Rapid and efficient acetylation of alcohols and phenols with acetic anhydride in the presence of tin(IV) tetraphenylporphyrinato tetrafluoroborate, SnIV(tpp)(BF4)2, as catalyst is reported. The high catalytic activity of this electron-deficient tin(IV) porphyrin can be used to assist the acetylation of not only primary alcohols but also sterically hindered secondary and tertiary alcohols with acetic anhydride. Acetylation of phenols with acetic anhydride was achieved to afford the desired esters efficiently. This catalyst selectively acetylates the alcohols and phenols in the presence of acetals and silyl ethers. © 2007.
Publication Date: 2007
Applied Catalysis A: General (0926860X) (1)
Efficient biomimetic epoxidation of alkenes and hydroxylation of alkanes with sodium periodate catalyzed by zeolite-encapsulated Mn(III)-salophen, ZEMS, is reported. This catalytic system shows a good activity in the epoxidation of linear alkenes. Alkyl aromatic and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. This heterogenized catalyst, ZEMS, has been characterized by FT-IR, UV-vis spectroscopic techniques, SEM, thermal and elemental analysis. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2007
Polyhedron (02775387) (8)
The reaction of Re(CO)5Cl with the chelating ligand N,N′-bis(benzophenone)-1,2-diiminoethane (bz2en) afforded the neutral fac-[Re(CO)3(bz2en)Cl]. The subsequent reaction with AgOCOCF3 gave fac-[Re(CO)3(bz2en)OCOCF3]. Their pseudooctahedral fac structures have been established by FTIR, UV-Vis, 1H, 13C NMR and have been confirmed by X-ray diffraction analysis. The electrochemical behaviour of the investigated complexes has been studied by cyclic voltammetry. © 2007 Elsevier Ltd. All rights reserved.
Moghadam, M. ,
Mohammadpoor baltork, I. ,
Mirkhani, V. ,
Tangestaninejad, S. ,
Abdollahi-alibeik, M. ,
Yousefi, B.H. ,
Kargar, H. Publication Date: 2007
Monatshefte fur Chemie (00269247) 138(6)pp. 579-583
Small assemblies of 2-imidazolines and bisimidazolines from appropriate nitriles and ethylenediamine with catalytic amounts of P2S 5 employing a microwave assisted protocol were prepared. Sonication of this system also led to successful synthesis of 2-imidazolines and bisimidazolines. Another advantage of these systems is the ability to carry out large scale reactions. © Springer-Verlag 2007.
Re(I)(tricarbonyl)(carboxylate) complexes with the [N,N′-bis(2,4,6-trimethylbenzene)-1,4-diazabutadiene] (2,4,6-Me3G) and [N,N′-bis(2,4-dimethylbenzene)-2,3-dimethyl-1,4-diazabutadiene] (2,4-Me2D) ligands - Syntheses and spectroscopic studies. The crystal structure of [Re(CO)3(2,4,6-Me3G)(OCOCF3)]
( Article )
Publication Date: 2007
Polyhedron (02775387) (12)
Two new carboxylato complexes, [Re(CO)3(DAB)(OCOCF3)] (DAB = substituted aromatic diazabutadiene ligands), were prepared by the reaction of [Re(CO)5Cl] with the DAB ligands, and the subsequent reaction with AgOCOCF3 gave the related carboxylate complexes. These new complexes were characterized by FTIR, NMR, UV-Vis spectra and elemental analysis. In both complexes, the Re atom has a distorted octahedral configuration and is coordinated by two carbonyl groups and the diimine group of the organic ligand in the equatorial plane. Octahedral coordination is completed at the axial positions by another carbonyl ligand and a carboxyl O atom of the trifluoroacetate anion. Electrochemical behaviour of the investigated complexes has been studied by cyclic voltammetry. © 2007 Elsevier Ltd. All rights reserved.
Publication Date: 2007
Catalysis Communications (15667367) (5)
Polymer-bound aliphatic amines were prepared readily from Merrifield resin and used as supports for immobilization of molybdenum hexacarbonyl. The high activity of these polymer-supported molybdenum catalysts has been demonstrated in epoxidation of various alkenes in the presence of tert-butylhydroperoxide (TBHP). These new heterogenized molybdenum epoxidation catalysts can be recovered and reused several times without significant loss of their activities. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2007
Inorganica Chimica Acta (00201693) (10)
1:1 adducts of N,N′-bis(benzophenone)-1,2-diiminoethane (bz2en) with copper(I) chloride, bromide and iodide, [Cu(bz2en)2][CuX2] (X = Cl, Br, and I), have been synthesized and the structures of the solid bromide and iodide adducts were determined by X-ray crystallography from single-crystal data. The solid-state structure reveals ionic complexes containing a cation of copper(I) ion coordinated to four nitrogen atoms of two bz2en molecules (distorted tetrahedron) and a linear dibromocuprate(I) and a di-μ-iodo-diiododicuprate(I) anion for the bromo and iodo adducts, respectively. The bromo adduct structure contains CH⋯Br intermolecular hydrogen bonds. The complexes are very stable towards atmospheric oxygen in the solid state. The spectral properties of the above complexes are also discussed. © 2007 Elsevier B.V. All rights reserved.
Mirkhani, V. ,
Mohammadpoor baltork, I. ,
Moghadam, M. ,
Tangestaninejad, S. ,
Abdollahi-alibeik, M. ,
Kargar, H. Publication Date: 2007
Applied Catalysis A: General (0926860X) 325(1)pp. 99-104
Efficient preparation of 2-imidazolines and bis-imidazolines by reaction of ethylenediamine with nitriles in the presence of catalytic amounts of zirconyl chloride (ZrOCl2·8H2O) as a reusable catalyst under reflux conditions is reported. Sonication of this system enhanced the catalytic activity of zirconyl chloride and this was led to higher product yields and shorter reaction times. When this catalytic system was exposed to microwave irradiation, the reaction times were reduced up to 10 min and the yields increased to 96%. Another advantage of the systems, under ultrasonic and MW irradiation, is the ability to carry out large-scale reactions. In three cases, the catalyst was reused several times without loss of its activity. © 2007 Elsevier B.V. All rights reserved.
Publication Date: 2006
Canadian Journal of Chemistry (00084042) (1)
Efficient oxidation of Hantzsch 1,4-dihydropyridines with sodium periodate catalyzed by a polystyrene-bound manganese(III) porphyrin is reported. This catalyst shows high activity in the oxidation of various 1,4-dihydropyridines at room temperature. This heterogeneous catalyst can be reused five times without significant loss of its activity. © 2006 NRC Canada.
Publication Date: 2006
Journal of Molecular Catalysis A: Chemical (13811169) (1-2)
The catalytic activity of a water-soluble Mn(salen)OAc complex in the epoxidation of alkenes and hydroxylation of alkanes was studied in acetonitrile, at room temperature, using sodium periodate as an oxygen source. The effect of various axial ligands as co-catalyst such as triethylamine, diethylamine, piperidine, 4-cyanopyridine, 2-methylpyridine, 4-methylpyridine, 4-tert-butylpyridine, 2-methylimidazole, pyrazine, quinalidine, morpholine, triphenylphosphine and dimethylformamide were investigated in the epoxidation of cyclooctene. Imidazole as a strong π-donor was the best axial ligand. The effect of different solvents was studied in the epoxidation of cyclooctene and CH3CN/H2O was chosen as solvent. The effect of the oxygen donors such as NaIO4, Bu4NIO4, KHSO 5, H2O2, H2O2/urea, NaOCl and tert-BuOOH was also studied in the epoxidation of cyclooctene where NaIO4 was selected as an oxygen donor. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2006
Ultrasonics Sonochemistry (13504177) (1)
Rapid, efficient and selective alkene epoxidation and alkane hydroxylation with sodium periodate catalyzed by Mn (TPyP) supported on chloromethylated polystyrene, [Mn(TPyP)-CMP], under ultrasonic irradiation were reported. This catalytic system showed high selectivity in epoxidation of stilbenes and R-(+)-limonene and exhibits a particular ability to epoxidize linear alkenes such as 1-heptene. This supported catalyst can catalyze the oxidation of very inert saturated hydrocarbons as well as alkylbenzene derivatives with NaIO 4 under ultrasonic irradiation. Under mild reaction conditions, this catalyst was consecutive reused five times without detectable catalyst leaching and gave over 95% epoxide yield in the epoxidation of styrene. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2006
Applied Catalysis A: General (0926860X) (1-2)
Polymer-bound piperazine was readily prepared from Merrifield resin and was used as a robust support for immobilization of molybdenum hexacarbonyl. This polymer-supported molybdenum catalyst shows high activity in the epoxidation of various alkenes in the presence of tert-butylhydroperoxide (TBHP). This new heterogenized molybdenum catalyst can be recovered and reused for eight times without loss of its activity. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2006
Catalysis Communications (15667367) (5)
In the present work, an account of biomimetic oxidation, the water-soluble Mn(III) salen containing phosphonium groups was immobilized into cationic clay montmorillonite. The compound was characterized by powder X-ray diffraction, FT-IR, UV-Vis, SEM and thermal analysis. The results showed that this heterogeneous catalyst exhibits significant catalytic activities for alkene epoxidation and alkane hydroxylation using sodium periodate as oxidant. The effects of reaction parameters such as solvent, oxidant and axial ligands in the epoxidation of cis-cyclooctene are discussed. The axial donor ligands are shown to strongly influence the reactivity of the Mn(III) salen-montmorillonite. This catalytic system shows a good activity in the epoxidation of linear alkenes such as 1-heptene and 1-dodecene. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2006
Bioorganic and Medicinal Chemistry Letters (0960894X) (7)
Mild and efficient oxidation of Hantzsch 1,4-dihydropyridines with sodium periodate catalyzed by Mn(TTP)Cl supported on polystyrene-bound imidazole is reported. This heterogeneous catalyst is of great stability and reusability in the oxidation of 1,4-dihydropyridines with sodium periodate without significant loss of its catalytic activity. © 2006 Elsevier Ltd. All rights reserved.
Publication Date: 2006
Monatshefte fur Chemie (00269247) 137(2)pp. 235-242
Efficient ring opening of epoxides under mild conditions is reported. Potassium dodecatungstocobaltate(III) trihydrate was used as an efficient catalyst for the alcoholysis and acetolysis of epoxides. Conversion of epoxides to thiiranes was also performed efficiently in the presence of this catalyst. © Springer-Verlag 2005.
Publication Date: 2006
Applied Catalysis A: General (0926860X) (2)
In the present work, an account of biomimetic oxidation, Mn(Br8TPP)Cl has been successfully bonded to imidazole modified polystyrene. Polystyrene-bound imidazole (PSI) is not only a heterogeneous axial base but also is a support for immobilization of Mn(Br8TPP)Cl. Mn(Br8TPP)Cl-PSI catalyzes alkene epoxidation with sodium periodate under agitation with magnetic stirring. Alkylaromatics and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. Ultrasonic irradiation enhanced the catalytic activity of this catalyst in alkene epoxidation and alkane hydroxylation and this led to shorter reaction times and higher product yields. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2006
Journal of the Iranian Chemical Society (1735207X) (1)
The mild and efficient oxidation of alcohols with sodium periodate catalyzed by manganese(III) tetrakis(p-sulfonato-phenylporphyrinato) acetate, [Mn(TPPS)], supported on polyvinylpyridine, [Mn(TPPS)-PVP], and Amberlite IRA-400, [Mn (TPPS)-Ad IRA-400], at room temperature is reported. The catalysts used in this study showed high activity not only in the oxidation of benzylic and linear alcohols but also in the oxidation of secondary alcohols at room temperature. These catalysts can be reused several times without significant loss of their activity.
Publication Date: 2006
Polyhedron (02775387) (15)
In the present work, Mn(III) salophen has been successfully bonded to 1,4-phenylenediamine modified polystyrene, PSP. Polystyrene-bound 1,4-phenylenediamine is a heterogeneous axial ligand and a support for immobilization of Mn(III) salophen. Mn(salophen)Cl-PSP catalyzes alkene epoxidation with sodium periodate under agitation with magnetic stirring. This catalytic system shows a good activity in the epoxidation of linear alkenes. Alkyl aromatic and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. This new heterogeneous catalyst is of high stability and reusability in the oxidation reactions and can be reused several times without loss of its activity. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were investigated. The heterogeneous catalyst Mn(salophen)Cl-PSP has been characterized by FT-IR, UV-Vis spectroscopic techniques, thermal and elemental analysis. © 2006 Elsevier Ltd. All rights reserved.
Publication Date: 2006
Applied Catalysis A: General (0926860X) (1-2)
In the present work, an account of biomimetic oxidation, Mn(III) salophen has been successfully bonded to imidazole modified polystyrene. Polystyrene-bound imidazole, (PSI), is not only a heterogeneous axial base but also is a support for immobilization of Mn(III) salophen. Mn(salophen)Cl-PSI catalyze alkene epoxidation with sodium periodate under agitation with magnetic stirring. Alkyl aromatic and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. This heterogenized system showed the higher selectivity and stability in comparison with the homogeneous system, Mn(salophen)Cl. The catalyst, Mn(salophen)Cl-PSI, has been characterized by FT-IR, UV-vis spectroscopic techniques, SEM, thermal and elemental analysis. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were also investigated. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2006
Bioorganic and Medicinal Chemistry (09680896) (8)
Rapid and efficient oxidation of Hantzsch 1,4-dihydropyridine with sodium periodate is reported. The Mn(III)-salophen/NaIO4 catalytic system converts 1,4-dihydropyridines to their corresponding pyridine derivatives at room temperature in a 1:1, CH3CN/H2O mixture. The ability of various Schiff base complexes in the oxidation of 1,4-dihydropyridine was also investigated. © 2005 Elsevier Ltd. All rights reserved.
Publication Date: 2006
Tetrahedron Letters (00404039) 47(13)pp. 2129-2132
Rapid and efficient preparation of 2-imidazolines and bis-imidazolines by reaction of ethylenediamine with nitriles in the presence of catalytic amounts of sulfur under ultrasonic irradiation is reported. The advantages of this system are short reaction times, high yields and the ability to carry out large scale reactions. © 2006 Elsevier Ltd. All rights reserved.
Publication Date: 2006
Inorganic Chemistry Communications (13877003) (6)
Molybdenum carbonyl complexes immobilized onto polymer-bound phosphines were easily prepared in two steps from commercially available chloromethylated polystyrene resin. These catalysts were found to efficiently catalyze epoxidation of a wide variety of alkenes, including aromatic and aliphatic terminal alkenes using tert-butylhydroperoxide. The new heterogenized molybdenum carbonyl epoxidation catalysts can be easily recovered by simple filtration and show no appreciable loss of activity even after 10 times of recycling. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2006
Applied Catalysis A: General (0926860X) (2)
Dicationic Mn(III)-salen, containing phosphonium groups at 5,5′-positions of salen ligand, is supported on an ion-exchange resin, Dowex MSC1, via electrostatic interaction. The catalyst, Mn(salen)-Dowex, has been characterized by FTIR, UV-vis spectroscopic techniques, scanning electron micrograph (SEM), thermal and elemental analysis. This heterogenized homogeneous manganese(III)-salen complex can be used as catalyst in the alkene epoxidation with sodium periodate. This catalytic system shows a good activity in the epoxidation of cyclic, aromatic and especially linear alkenes and exhibits a high selectivity in epoxidation of α-pinene and R-(+)-limonene. Alkyl aromatic and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. The stability and reusability of this new heterogenized metallosalen complex was also investigated.
Publication Date: 2006
Applied Catalysis A: General (0926860X) (2)
Choloropropylated silica-gel reacts with imidazole to give imidazole modified silica, which can bound to manganese(III) salophen complex via ligand-to-metal coordination bond. Silica-bound imidazole (SiIm), is not only a heterogeneous axial base but also is a support for immobilization of Mn(III) salophen. The catalyst, Mn(salophen)Cl-SiIm, has been characterized by FT-IR, UV-vis spectroscopic techniques, SEM, thermal and elemental analysis. Mn(salophen)Cl-SiIm catalyze alkene epoxidation with sodium periodate as oxidant at room temperature. The effect of reaction parameters such as solvent and oxidant in the epoxidation of cis-cyclooctene were investigated. This catalytic system shows a good activity in the epoxidation of linear alkenes, which is higher than the homogeneous analogs, Mn(salophen). Alkylaromatics and cycloalkanes were oxidized efficiently to their corresponding alcohols and ketones in the presence of this catalyst. The obtained results showed that this catalyst is a robust and stable heterogeneous catalyst and can be recovered quantitatively by simple filtration and reused without loss of its acivity. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2006
Journal of Molecular Catalysis A: Chemical (13811169) (1-2)
Tungsten hexacarbonyl was immobilized onto polystyrene (2% cross-linked with divinylbenzene) via different linkages to afford polymer-supported tungsten carbonyl catalysts. These catalysts were used for the epoxidation of cis-cyclooctene with hydrogen peroxide. The effect of different solvents and oxygen donors were investigated in the epoxidation of cis-cyclooctene with catalyst 2e and CH3CN was chosen as reaction media and H2O2 as oxidant. We found that the polymer-supported tungsten carbonyl catalysts were efficient and reusable catalysts in this reaction. These catalysts could be reused 3-10 times in the epoxidation of cis-cyclooctene. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2006
Applied Catalysis A: General (0926860X)
Dicationic Mn(III) salen, containing phosphonium groups at 5,5′-positions of salen ligand, was used as an efficient and selective catalyst for oxidation of alcohols to their corresponding aldehyde or ketone derivatives at room temperature in good to excellent yields. The effect of different solvents was studied in the oxidation of 4-methoxybenzyl alcohol, CH3CN/H2O was better solvent. Also the effect of the oxygen donors such as NaIO4, Bu4NIO4, Oxone, H2O2, H2O2/urea, NaOCl and tert-BuOOH was studied in the oxidation of 4-methoxybenzyl alcohol and selected NaIO4 as oxygen donor. © 2006 Elsevier B.V. All rights reserved.
Publication Date: 2005
Acta Crystallographica Section E: Structure Reports Online (16005368) (3)
In the title compound, [Re(CF3COO)(C20H 24N2)(CO)3], the Re atom has a distorted octahedral configuration. The 1,4-diazabutadiene part of the donor ligand and two carbonyl groups occupy the equatorial plane of the complex, with the third carbonyl ligand and the trifluoroacetate group in the axial positions. The equatorial diimine ligand is bound to the Re center in an N,N′-bidentate chelating fashion, leading to a five-membered ReN2C2 chelate ring with an N - Re - N bite angle of 73.4 (2)°. © 2005 International Union of Crystallography Printed in Great Britain - all rights reserved.
Publication Date: 2005
Catalysis Letters (1572879X) 101(1-2)pp. 93-97
A mild, convenient and efficient ring opening of oxiranes with aromatic amines was catalyzed by ammonium decatungstocerate (IV) in acetonitrile. The reaction afforded the corresponding products in 92-100% yields. The catalyst was reused for several times with consistent activity. Equation presented. © Springer Science+Business Media, Inc. 2005.
Publication Date: 2005
Bioorganic and Medicinal Chemistry Letters (0960894X) (13)
Efficient oxidation of Hantzsch 1,4-dihydropyridines to their corresponding pyridine derivatives with (Bu4N)IO4 catalyzed by tetraphenylporphyrinatomanganese(III) chloride [Mn(TPP)Cl] is reported. This catalytic system shows high efficiency in the oxidation of 1,4-dihydropyridines at room temperature in the presence of imidazole.
Publication Date: 2005
Bulletin of the Korean Chemical Society (02532964) 26(10)pp. 1585-1587
Publication Date: 2005
Russian Journal of Organic Chemistry (10704280) 41(3)pp. 393-395
Tetrahydropyranyl ethers derived from primary alcohols were directly and efficiently converted into the corresponding acetates and formates by the action of ethyl acetate, acetic acid, acetic anhydride, and ethyl formate in the presence of a catalytic amount of potassium dodecatungstocobaltate K 5CoW12O40 • 3H2O. Tetrahydropyranyl ethers derived from secondary alcohols and phenols can also be transformed into the corresponding acetates with the use of acetic anhydride, but K5CoW12O40 • 3H2O was ineffective for esterification with ethyl acetate, acetic acid, and ethyl formate. © 2005 Pleiades Publishing, Inc.
Publication Date: 2005
Journal of Molecular Catalysis A: Chemical (13811169) 242(1-2)pp. 251-255
Efficient oxidation of sulfides was achieved. In the chemical system containing Mn(III)-salophen complex as catalyst, sulfides converted efficiently to the corresponding sulfoxides and sulfones with sodium periodate. The ability of various Schiff base complexes in the oxidation of sulfides was also investigated. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2005
Catalysis Communications (15667367) 6(6)pp. 375-378
Molybdenum hexacarbonyl was immobilized on polystyrene (2% cross-linked with divinylbenzene) via imidazole linkage to obtain a polymer-supported molybdenum carbonyl catalyst (2). High conversion of a range of alkenes to epoxides was achieved with tert-butyl hydroperoxide and this catalyst. cis and trans stilbenes have been completely converted to their corresponding epoxides. Epoxidation of trans-stilbene led to only trans epoxide whereas cis-stilbene produced a 23.3:1 mixture of cis/trans epoxides, respectively. The supported catalyst is highly reusable and it was reused 10 times without a considerable change in its activity. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2005
Bioorganic and Medicinal Chemistry (09680896) 13(8)pp. 2901-2905
Mild and efficient oxidation of primary and secondary alcohols with sodium periodate catalyzed by Mn(TPyP), [manganese(III)tetra(4-pyridyl)porphyrin], supported on chloromethylated polystyrene, [Mn(TPyP)-CMP], at room temperature were reported. This catalyst can be reused consecutively four times in the oxidation of 4-chlorobenzyl alcohol in 97% yield without significant loss of its activity. © 2005 Elsevier Ltd. All rights reserved.
Publication Date: 2005
Catalysis Communications (15667367) (10)
Polystyrene-bound imidazole (PSI) is not only a heterogeneous axial base but also a support for immobilization of tetraphenylporphyrinatomanganese (III) chloride. Mn(TPP)Cl-PSI catalyze alkene epoxidation with sodium periodate under agitation with magnetic stirring. Alkyl aromatic and cycloalkanes oxidize efficiently to their corresponding alcohols and ketones in the presence of this catalyst. Ultrasonic irradiation enhanced the catalytic activity of this catalyst in alkene epoxidation and alkane hydroxylation and this led to shorter reaction times and higher product yields. This new heterogenized catalyst is of high stability and reusability in the oxidation reactions. © 2005 Elsevier B.V. All rights reserved.
Publication Date: 2004
Journal of Molecular Catalysis A: Chemical (13811169) (1-2)
A supported tetra(4-pyridyl)porphyrinato manganese(III) was prepared very easily in one step by a quaternerization reaction and is found to be an efficient catalyst for alkene epoxidation and alkane hydroxylation by sodium periodate. This catalyst showed high selectivity in epoxidation of stilbenes and R-(+)-limonene and exhibits a particular ability to epoxidize linear alkenes. Very inert saturated hydrocarbons as well as alkylbenzene derivatives can be oxidized in the presence of this supported catalyst. The new heterogenized metalloporphyrin catalyst is of high stability and reusability. © 2004 Elsevier B.V. All rights reserved.
Publication Date: 2004
Bioorganic and Medicinal Chemistry Letters (14643405) 14(13)pp. 3611-3614
Treatment of tri-O-acetyl-D-glucal3,4,6-Tri-O-acetyl-1,5-anhyro-2-deoxy-D- arabinahex-1-enitol.1 1 with several alcohols in the presence of catalytic amount of POM (K5CoW12O40· 3H2O) as a heterogeneous, reusable, efficient and environmentally benign catalyst under neutral conditions and ambient temperature gave the corresponding 2,3-unsaturated glycopyranosides in excellent yields, with good anomeric selectivity. This catalyst proved to be not efficient for phenols. © 2004 Elsevier Ltd. All rights reserved.
Publication Date: 2004
Acta Crystallographica Section C: Crystal Structure Communications (01082701) (7)
The 1:1 adduct of N,N′-bis(diphenylmethylene)ethylenediamine (bz 2en) with copper(I) chloride, viz. [Cu(C28H 24N2)2]-[CuCl2], has been synthesized. The structure contains cationic moieties of CuI ions (Cu on a twofold axis) coordinated to four N atoms of two bz2en molecules (in a distorted tetrahedron) and linear dichlorocuprate(I) anions (with Cu on an inversion centre). These cations and anions are packed in columns along b. The packing of the cation and anion columns involves a significant C - H⋯Cl interaction and four short intermolecular C - H⋯π contacts, two of which are between cation columns.
Publication Date: 2004
Monatshefte fur Chemie (00269247) 135(10)pp. 1257-1263
Efficient esterification of primary and sterically-hindered secondary or tertiary alcohols with acetic anhydride was achieved in the presence of ammonium decatungestocerate(IV) icosahydrate, (NH4)8[CeW 10O36]·OH2O, as catalyst in high yields. Primary and secondary alcohols were also converted to their corresponding acetates and formates with acetic acid and ethyl formate in the presence of this catalyst. Easy work-up, non-toxicity, reusability, and stability of the catalyst are noteworthy advantages of this method. © Springer-Verlag 2004.
Publication Date: 2004
Bioorganic and Medicinal Chemistry (09680896) (17)
Rapid and efficient oxidation of primary aromatic amines was investigated. Mn(III)-salophen catalyst can catalyze the oxidation of primary aromatic amines to azo derivatives with sodium periodate. The ability of various Schiff base complexes in this oxidation system was also investigated. © 2004 Elsevier Ltd. All rights reserved.
Publication Date: 2004
Bulletin of the Korean Chemical Society (02532964) (5)
Publication Date: 2004
Synthetic Communications (00397911) (20)
Aminolysis of epoxides using various amines was catalyzed with potassium dodecatungstocobaltate trihydrate in a convenient and efficient method with good selectivities.
Publication Date: 2004
Journal of Molecular Catalysis A: Chemical (13811169) (1)
Rapid and efficient esterification of alcohols and phenols with acetic anhydride was achieved in the presence of tin(IV) tetraphenylporphyrinato trifluoromethanesulfonate, SnIV(tpp)(OTf)2, as a catalyst. The remarkably high catalytic activity of SnIV(tpp)(OTf)2 can be used to assist the acetylation of not only primary alcohols but also sterically-hindered secondary and tertiary alcohols with acetic anhydride. This catalyst can also catalyze the acetylation of phenols with acetic anhydride. © 2004 Elsevier B.V. All rights reserved.
Publication Date: 2004
Bioorganic and Medicinal Chemistry (09680896) (5)
Rapid and efficient oxidative decarboxylatoin of α-aryl carboxylic acids was observed. In the chemical system containing Mn(III)-salophen complex as catalyst, carboxylic acids are converted efficiently to the corresponding carbonyl derivatives with sodium periodate. The ability of various Schiff base complexes in the oxidative decarboxylation of carboxylic acids was also investigated. © 2004 Elsevier Ltd. All rights reserved.
Publication Date: 2004
Tetrahedron (14645416) 60(29)pp. 6105-6111
The new electron deficient tin(IV) tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(tpp)(OTf)2], was used as an efficient catalyst for the alcoholysis, hydrolysis and acetolysis of epoxides. Conversion of epoxides to thiiranes and acetonides were also performed efficiently in the presence of this catalyst. © 2004 Elsevier Ltd. All rights reserved.
Publication Date: 2003
Bioorganic and Medicinal Chemistry Letters (0960894X) (20)
Oxidative decarboxylation of carboxylic acids by a supported manganese (III) porphyrin was investigated. In the chemical system using 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatomanganese (III) chloride supported on crosslinked chloromethylated polystyrene, [Mn(H 2NTPP)-CMP], as catalyst, carboxylic acids are converted to the corresponding carbonyl compounds via oxidative decarboxylation with sodium periodate. © 2003 Elsevier Ltd. All rights reserved.
Publication Date: 2003
Tetrahedron (14645416) 59(41)pp. 8213-8218
Epoxides can be cleaved in a regio- and stereoselective manner under neutral conditions with alcohols and acetic acid in the presence of catalytic amounts of decatungstocerate(IV) ion, ([CeW10O36] 8-), affording the corresponding β-alkoxy and β-acetoxy alcohols in high yields. In water, ring opening of epoxides occurs with this catalyst to produce the corresponding diols in good yields. © 2003 Elsevier Ltd. All rights reserved.
Publication Date: 2003
Journal of Chemical Research - Part S (13645560) (12)pp. 792-794
The manganese (III) complex of 5,10,15,20-tetrakis(4-aminophenyl)porphyrin covalently bound to crosslinked chloromethylated polystyrene [Mn(H 2NTPP)-CMP] can act as an efficient catalyst for oxidation of primary aromatic amines to the corresponding azo compounds by sodium periodate in the presence of imidazole as axial ligand.
Publication Date: 2003
Catalysis Letters (1572879X) 91(1-2)pp. 129-132
Various types of oxiranes react with acetone in the presence of catalytic amounts of ammonium decatungstocerate (IV) icosahydrate, (NH4) 8[CeW10O36]. 20H2O to give 1,3-dioxolanes. The 1,3-dioxonation of cyclohexane oxide with acetone using catalytic amounts of various polyoxometalate complexes (0.04M) was also examined. Ammonium decatungstocerate icosahydrate was prepared using Peacock's procedure. It was reported that (NH4)8[CeW 10O36]. 20 H2O can be used as an effective catalyst for the conversion of oxiranes to thiiranes.
Publication Date: 2002
Monatshefte fur Chemie (00269247) 133(3)pp. 323-327
Alcohols and phenols are converted to esters in a mild, clean, and efficient reaction with acetic anhydride in the presence of a catalytic amount of potassium dodecatungstocobaltate trihydrate (K5CoW12O40· 3H2O).
Publication Date: 2002
Synthetic Communications (00397911) 32(6)pp. 863-867
Alcohols and phenols were efficiently acetylated with acetic anhydride without solvent in the presence of 0.01 molar equiv. of cobalt polyoxometalate (CoW12O405-).
Publication Date: 2002
Synthetic Communications (00397911) 32(21)pp. 3331-3337
Carboxymethylated crosslinked polystyrene resin [poly(4-styrylmethylacylchloride) (PSA)] support have been used to covalently attach manganese(III) tetrakis(4-aminophenyl)-porphyrin. This catalyst was found to be efficient for alkene epoxidation and alkane hydroxylation by sodium periodate. This new hydrogenised catalyst is of high stability and reusability.
Publication Date: 2002
Synthetic Communications (00397911) 32(4)pp. 621-626
Selective conversion of various oxiranes to the corresponding thiiranes in the presence of ammonium thiocyanate and thiourea can be effectively carried out by ammonium decatungestocerate(IV) icosahydrate, (NH4)8 [CeW10O36]·20H2O.
Publication Date: 2002
Molecules (14203049) (2)
Manganese (III) meso-tetrakis(p-sulfonatophenyl)-β-octabromoporphyrin (supported on Amberlite IRA-400 [Mn(Br8TPPS)-Ad-400] is a robust and efficient catalyst for epoxidation of alkenes and hydroxylation of alkanes with sodium periodate at room temperature.
Publication Date: 2002
Synthetic Communications (00397911) 32(9)pp. 1337-1343
The efficient and rapid esterification of alcohols and phenols in acetic anhydride was achieved by tin(IV) tetraphenylporphyrin perchlorate [SnIV (tpp) (ClO4)2] as catalyst in high yields. SnIV (tpp) (ClO4)2 showed highly catalytic activity on the acetylation reaction.
Publication Date: 2001
Journal of Chemical Research - Part S (03082342) (9)
Tin(IV) tetraphenylporphyrin perchlorate, Sn(IV)(tpp)(ClO4)2, catalyses the efficient reaction of epoxides with acetone to give the corresponding 1,3-dioxolanes in good yields.
Publication Date: 2001
Analytical Biochemistry (00032697) (2)
A chemically modified electrode constructed by incorporating iron(II) phthalocyanine [Fe(II)Pc] into carbon-paste matrix was used as a sensitive potentiometric sensor for detection of ascorbic acid. The resulting electrode exhibits catalytic properties for the electrooxidation of ascorbic acid, and lowers the overpotential for the oxidation of this compound. The faster rate of electron transfer results in a near-Nernstian behavior of the modified electrode, and makes it a suitable potentiometric sensor for detection of ascorbic acid. A linear response in concentration range from 10-6 to 10-2 M (0.18-1800 μg ml-1) was obtained with a detection limit of 5 x 10-7 M for the potentiometric detection of ascorbic acid. The modified electrode was used for the determination of ascorbic acid in vitamin preparations. The recovery was 97.2-102.4% for the vitamin added to the preparations with a relative standard deviation of less than 5%. The modified electrode exhibited a fast response time (<10 s), had good stability, and had an extended lifetime. © 2001 Academic Press.
Publication Date: 2001
Catalysis Letters (1572879X) 75(3-4)pp. 205-207
A mild and efficient preparation of 1,3-dioxolanes from epoxides and acetone has been carried out in high to excellent yields under catalysis of potassium dodecatungstocobaltate trihydrate (K5CoW12O40·3H2O) (0.01 molar equiv.).
Publication Date: 2001
Tetrahedron (14645416) 57(39)pp. 8333-8337
Acetylation and formylation reactions of alcohols with ethyl acetate, acetic acid and ethyl formate were catalyzed with potassium dodecatungstocobaltate trihydrate (K5CoW12O40·3H2O) in a mild, efficient and convenient method with high to excellent yields. © 2001 Elsevier Science Ltd. All rights reserved.
Publication Date: 2001
Tetrahedron Letters (00404039) 42(38)pp. 6771-6774
Mild and easy deprotection of benzylic dioxolanes to carbonyl compounds (in refluxing dry acetone) and trimethylsilyl ethers to alcohols in acetonitrile at ambient temperature has been carried out in excellent yields under K5CoW12O40·3H2O (0.01 molar equiv.) catalysis. © 2001 Elsevier Science Ltd. All rights reserved.
Publication Date: 2001
Tetrahedron Letters (00404039) 42(15)pp. 2851-2853
A simple, mild and effective method for tetrahydropyranylation of a variety of alcohols and cleavage of their tetrahydropyranyl ethers at ambient temperature in the presence of K5CoW12O40·3H2O as the catalyst with high turnovers is described. © 2001 Elsevier Science Ltd.
Publication Date: 2001
Journal of Chemical Research - Part S (13645560) (10)pp. 444-445
An easy and effective method to prepare a new supported Mn(III)-porphyrin by immobilisation of Mn(III)-5,10,15, 20-Tetrakis(p-sulfonatophenyl)porphyrin, [Mn(TPPS)], on poly(4-styrylmethyl)pyridinium chloride (PSMP) is reported. This catalyst was found to be efficient for catalysing alkene epoxidation and alkane hydroxylation with sodium periodate. This new heterogenised metalloporphyrin catalyst is of high stability and reusability.
Publication Date: 2000
Synthetic Communications (00397911) 30(13)pp. 2365-2374
Epoxides can be cleaved in a regio- and stereoselective manner with alcohols, acetic acid and water in the presence of catalytic amounts of bismuth(III) chloride, affording the corresponding β-alkoxy and β-acetoxy alcohols and diols in high yields.
Publication Date: 2000
Journal of Chemical Research - Part S (13645560) (11)pp. 515-517
Alkens are transformed to their corresponding epoxides in high yields and with high selectivity by ultrasonic irradiation and sodium periodate in the presence of catalytic amounts of manganese porphyrin supported on Amberlite IRA-400 ion-exchange resin (MnTPPS-Ad).
Publication Date: 1999
Synthetic Communications (00397911) (12)
Conversion of various epoxides to the corresponding thiiranes is achieved by thiourea in the presence of tin(IV) meso-tetraphenylporphyrin with excellent yields under non-aqueous conditions.
Publication Date: 1999
Journal of Chemical Research (3082342) (6)pp. 370-371
Iron(III) 5,10,15,20-tetrakis(pentafluorophenyl)porphyrin, Fe(TF5PP)Cl, is a new catalyst for the conversion of epoxides to the corresponding thiiranes in the presence of ammonium thiocyanate in excellent yields.
Publication Date: 1999
Journal of Chemical Research - Part S (13645560) (12)pp. 722-723
Sulfonated manganese(III) tetraphenylporphyrin supported on Amberlite IRA-400 ion-exchange resin (MnTPPS-Ad), can act as an efficient heterogeneous catalyst for alkene epoxidation and alkane hydroxylation by sodium periodate in the presence of imadazole.
Publication Date: 1998
Journal of Chemical Research (3082342) (12)pp. 820-821
The oxidative decarboxylation of α-aryl carboxylic acids to the corresponding carbonyl derivatives was observed in catalytic systems containing tetrabutylammonium periodate and metallotetraphenylporphyrins (metal = FeIII or MnIII) at room temperature.
Publication Date: 1998
Chemistry Letters (03667022) (12)
Epoxides are readily obtained in high yields and good selectivities by ultrasonic irradiation of alkenes and sodium periodate in the presence of catalytic amounts of manganese porphyrins supported on polyvinylpyridine and IRA-900 ion-exchange resin.
Publication Date: 1998
Journal of Chemical Research - Part S (03082342) (10)
The oxidation of primary aromatic amines to the corresponding azo derivatives has been observed in catalytic systems containing manganese(III) tetraphenylporphyrin and sodium periodate in the presence of heterocyclic nitrogen bases acting as axial ligands.
Publication Date: 1998
Journal of Chemical Research - Part S (03082342) (12)
The manganese(III) complex of 5,10,15,20-tetrakis(4-aminophenyl)porphyrin covalently bound to crosslinked chloromethylated polystyrene can act as an efficient heterogeneous catalyst for alkene epoxidation by sodium periodate.
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