New heterogenized C2-symmetric bis(sulfonamide)-cyclohexane-1,2-diamine-RhIIICp* complexes and their application in the asymmetric transfer hydrogenation (ATH) of ketones in water

被引:62
作者
Cortez, Norma A. [1 ]
Aguirre, Gerardo [1 ]
Parra-Hake, Miguel [1 ]
Somanathan, Ratnasamy [1 ]
机构
[1] Inst Tecnol Tijuana, Ctr Grad & Invest, Tijuana 22510, BC, Mexico
关键词
Asymmetric transfer hydrogenation; Sulfonamide ligands; Rh(III) complex; Heterogenized ligands; HIGHLY EFFICIENT; ENANTIOSELECTIVE REDUCTION; AROMATIC KETONES; MOLECULAR CATALYSTS; PRACTICAL SYNTHESIS; ACID DERIVATIVES; AQUEOUS-MEDIA; LIGAND; DIAMINE;
D O I
10.1016/j.tetlet.2009.02.183
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
C-2-symmetric bis(sulfonamide) ligands derived from chiral trans-(1R,2R)-cyclohexane-1,2-diamine were immobilized on silica gel and on polystyrene resin, and complexed to (RhCp)-Cp-III*. The resulting complexes were used as catalysts in the asymmetric transfer hydrogenation (ATH) of acetophenone. The chiral secondary alcohol was obtained in high yields (>99%) and enantioselectivities (92%) with aqueous sodium formate as the hydride source. The immobilized catalysts were recycled with no loss in activity. (C) 2009 Elsevier Ltd. All rights reserved.
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页码:2228 / 2231
页数:4
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