Asymmetric transfer hydrogenation of prochiral ketones in aqueous media with chiral water-soluble and heterogenized bifunctional catalysts of the RhCp*-type ligand
| Autor: | Oscar F. Narvaez-Garayzar, Valentin Ibarra-Galván, Angélica Barrón-Jaime, Daniel Chávez, Ratnasamy Somanathan, Jorge Gonzalez Gonzalez, Miguel Parra-Hake, Gerardo Aguirre |
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| Rok vydání: | 2010 |
| Předmět: |
Transfer hydrogenation
Ligands Catalysis Analytical Chemistry chemistry.chemical_compound Cyclohexanes Drug Discovery Polymer chemistry Organometallic Compounds Organic chemistry Rhodium Bifunctional Spectroscopy Pharmacology Sulfonamides Molecular Structure Ligand Sodium formate Organic Chemistry Chiral ligand Acetophenones Water Stereoisomerism Silicon Dioxide chemistry Alcohols Hydrogenation Chirality (chemistry) Oxidation-Reduction Acetophenone |
| Zdroj: | Chirality. 23(2) |
| ISSN: | 1520-636X |
| Popis: | Asymmetric transfer hydrogenation (ATH) of prochiral aromatic ketones was carried out with a water-soluble complex of Rh III Cp* and mononitrobenzenesulfonamide biden- tate ligand (1R,2R)-N-(2-aminocyclohexyl)-4-nitrobenzenesulfonamide 1 derived from chiral cyclohexane-1,2-diamine. Aqueous sodium formate was used as the hydride source. The reac- tion afforded the chiral alcohols in good enantioselectivities (79-93%) and yields (>99%). The modified monosulfonamide ligand was also covalently immobilized on solid phase such as silica, resin, and mesoporous SBA-15 silica and then explored as a catalyst with Rh III Cp* in the ATH of acetophenone. Chirality 23:178-184, 2011. V V C 2010 Wiley-Liss, Inc. |
| Databáze: | OpenAIRE |
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