Asymmetric Transfer Hydrogenation of Prochiral Ketones in Aqueous Media with Chiral Water-Soluble and Heterogenized Bifunctional Catalysts of the RhCp*-Type Ligand

作者：Barron Jaime Angelica; Narvaez Garayzar Oscar F; Ganzalez Jorge; Ibarra Galvan Valentin; Aguirre Gerardo; Parra Hake Miguel; Chavez Daniel; Somanathan Ratnasamy^*

来源：Chirality, 2011, 23(2): 178-184.

DOI：10.1002/chir.20902

• asymmetric transfer hydrogenation
• aromatic ketones
• chiral ligands
• nitrobenzenesulfonamide
• heterogenized ligands
• (RhCp)-Cp-III*
• SBA-15

Asymmetric transfer hydrogenation (ATH) of prochiral aromatic ketones was carried out with a water-soluble complex of (RhCp)-Cp-III* and mononitrobenzenesulfonamide bidentate 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 reaction 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 (RhCp)-Cp-III* in the ATH of acetophenone. Chirality 23: 178-184, 2011.

• 出版日期2011-2