Article
Chemistry, Physical
Daniel Timelthaler, Christoph Topf
Summary: This study presents a simple method for the transfer hydrogenation of aromatic aldehydes in i-PrOH using the cost-effective and easy-to-handle [Cr(CO)(6)] as a catalyst. The reactions can be carried out in normal atmosphere without the need for special equipment, and various functional groups are tolerated. Furthermore, the addition of TMAO can further promote the catalytic transformations. This method is also suitable for processing thermo-labile substrates.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Inorganic & Nuclear
Gyorgy Hanko, Richard Marton, Antal Udvardy, Mihaly Purgel, Agnes Katho, Ferenc Joo, Gabor Papp
Summary: The water-soluble cis,mer-[IrH2Cl(mtppms)3] was an effective catalyst for the reduction of terminal alkynes by hydrogen transfer, with the highest rate observed at pH 3. The reactions exclusively yielded corresponding alkenes as products, with excess mtppms ligand inhibiting the reaction by forming a less active complex. The joint mechanism for both hydrogenation and transfer hydrogenation pathways was suggested based on experimental results and DFT calculations.
INORGANICA CHIMICA ACTA
(2021)
Article
Chemistry, Inorganic & Nuclear
Alberto Gobbo, Xinyuan Ma, Gianluca Ciancaleoni, Stefano Zacchini, Lorenzo Biancalana, Massimo Guelfi, Guido Pampaloni, Steven P. Nolan, Fabio Marchetti
Summary: The potential of ruthenium(II) arene complexes in catalytic transfer hydrogenation has been widely investigated, but studies on homologous compounds with tris(1-pyrazolyl)methane (tpm) ligand are lacking. In this study, RuCl(kappa(3)-tpm)(PPh3)(2)]Cl reacted with various nitrogen ligands to form [RuCl(kappa(3)-tpm)(PPh3)(L)]Cl (L=NCMe, NCPh, imidazole) in nearly quantitative yields. These complexes were evaluated as catalytic precursors in the transfer hydrogenation of ketones, and complex 2 exhibited the highest activity.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Steffen Skowaisa, Edgar Haak
Summary: A highly effective catalyst for the alkylation of poorly reactive alcohols with indoles or ketones has been discovered. This catalyst is readily available, stable in air and moisture, and exhibits wide functional group tolerance.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Rahul Ghosh, Narayan Ch Jana, Surajit Panda, Bidraha Bagh
Summary: The coordination of 1,4-disubstituted 1,2,3-triazoles with ruthenium complexes resulted in catalysts that were effective for the transfer hydrogenation of aldehydes and ketones with various functionalities. The reaction proceeded via a ruthenium-hydride intermediate and showed good selectivity for different substrates while comparing the sustainability and green credentials of various hydrogen sources.
ACS SUSTAINABLE CHEMISTRY & ENGINEERING
(2021)
Review
Chemistry, Inorganic & Nuclear
Srividya Swaminathan, Rajasekharan Jayakumari Deepak, Ramasamy Karvembu
Summary: The field of bioorganometallic chemistry has seen significant expansion in recent years, particularly in the development of efficient catalysts and anticancer drugs using organometallic complexes. The properties and processes of these complexes, particularly those of ruthenium(II) and osmium(II), rely on electronic and steric factors. These complexes have been widely used as versatile precursors in biological and catalytic applications. By indirectly affecting cellular redox homeostasis through catalytic transfer hydrogenation, they have shown promise in anticancer therapy.
COORDINATION CHEMISTRY REVIEWS
(2023)
Article
Chemistry, Physical
Matias Blanco, Sara Cembellin, Stefano Agnoli, Jose Aleman
Summary: A half-sandwich ruthenium-p-cymene organometallic complex has been immobilized on the sidewalls of Single Walled Carbon Nanotubes (SWNT) through a stepwise covalent chemistry protocol, enabling efficient transfer hydrogenation of ketones to alcohols. The hybrid material shows high activity, recyclability and improved performance compared to related homogeneous catalysts due to the covalent bond between the metal and the material, achieving high turnover frequencies.
Article
Chemistry, Organic
Xiaoting Wen, Yingjie Gong, Shuodong Niu, Tianjun Luo, Hui Xi, Weiping Liu
Summary: A convenient PNP pincer manganese catalyzed transfer hydrogenation of bromides to corresponding debrominated aryl compounds using ethanol as the hydrogen source is reported. The application of biomass-derived ethanol highlights the sustainability of the methodology. The use of 6-phenyl substituted triazine-based (PNPipr)-N-ipr-P-5 manganese pincer catalyst allows for the debromination of various aryl bromides with good yields, including those derived from natural products and bioactive compounds.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Josep Mas-Rosello, Christopher J. Cope, Eric Tan, Benjamin Pinson, Alan Robinson, Tomas Smejkal, Nicolai Cramer
Summary: Cyclometalated cyclopentadienyl iridium(III) complexes are efficient catalysts in the hydrogenation of oximes, with alkoxy-substituted aryl ketimine ligands providing the best catalytic performance. The stable iridium C,N-chelation is crucial for the catalytic activity, and the hydrogenation system demonstrates high functional group compatibility.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2021)
Article
Chemistry, Physical
Meiling Zhu, Haitao Tian, Sanxia Chen, Wenxuan Xue, Yanhong Wang, Hongcheng Lu, Ting Li, Feng Chen, Conghui Tang
Summary: Herein, we report a cobalt N,N-bidentate complex catalyzed reductive formylation of N-heteroarenes for the generation of N-formyltetrahydroquinoline (FTHQ) derivatives. Formic acid was used as a transfer hydrogenation reagent, which is safe, abundant, and easy to handle. This work represents the first homogeneous system for the reductive formylation of N-heteroarenes, where the metal ligand cooperated dehydrogenation is crucial for the success of this transformation. Deuteration labeling experiments and Hammett analysis were conducted, suggesting a plausible mechanism.
JOURNAL OF CATALYSIS
(2022)
Article
Chemistry, Organic
Xiaoxiao Chu, Guoren Zhou, Maofu Pang, Hongwu Zhang
Summary: Here, an efficient method for the homogeneous manganese-catalysed transfer hydrogenation of N-heterocycles using ammonia-borane as a hydrogen source under mild reaction conditions is reported. The use of a PNP manganese pincer complex allows for good to excellent isolated yields. The reaction proceeds through the detection of 1,2-dihydroquinoline as an intermediate by NMR spectra analysis and deuterium labelling experiment.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Organic
Lucas Bacheley, Ricardo Molina Betancourt, Rathies Ravindra, Gerard Guillamot, Phannarath Phansavath, Virginie Ratovelomanana-Vidal
Summary: A straightforward method for synthesizing novel families of enantioenriched cis-monofluorinated carbocyclic alcohols has been developed using ATH/DKR. The reaction exhibited high yields (up to 97%), high diastereoselectivity (up to 99:1 dr), and high enantioselectivity (up to 97% ee). Additionally, trans-difluorinated indans, tetrahydronaphthalenes, tetrahydroquinolines, and chromans were synthesized via deoxofluorination of the corresponding cis-fluoro alcohols.
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Laurynas Gausas, Bjarke S. Donslund, Steffan K. Kristensen, Troels Skrydstrup
Summary: Polyurethane (PU) is a commonly used thermoset plastic with complex structure, leading to challenges in recycling. The study shows that catalytic hydrogenation of PU materials using a manganese catalyst can effectively deconstruct PU into original monomer components for efficient recovery.
Article
Chemistry, Organic
Daler Baidilov, Davit Hayrapetyan, Andrey Y. Khalimon
Summary: Catalytic transfer hydrogenation has become an appealing alternative for direct hydrogenation reactions due to its simplicity and mild reaction conditions. Research is now focused on developing sustainable catalysts using abundant first-row transition metals, with many novel examples appearing in the literature in recent decades.
Article
Chemistry, Inorganic & Nuclear
Tamara Jurado-Vazquez, Alma Arevalo, Juventino J. Garcia
Summary: A well-defined homogeneous nickel-based catalyst was reported for the hydrogenation of levulinic acid to yield gamma-valerolactone under relatively mild conditions, with formic acid as the transfer hydrogenation agent. Excellent yield and selectivity were achieved under optimized conditions. The catalyst was also assessed for the generation of 2-pyrrolydones with high yield and fair to good selectivity under different reaction conditions.
EUROPEAN JOURNAL OF INORGANIC CHEMISTRY
(2021)
