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Efficient Heterogeneous Asymmetric Transfer Hydrogenation Catalyzed by Recyclable Silica‐Supported Ruthenium Complexes
Author(s) -
Liu PeiNian,
Gu PeiMing,
Deng JinGen,
Tu YongQiang,
Ma YaPing
Publication year - 2005
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200500074
Subject(s) - chemistry , catalysis , transfer hydrogenation , ruthenium , imine , heterogeneous catalysis , homogeneous , phase (matter) , homogeneous catalysis , organic chemistry , combinatorial chemistry , physics , thermodynamics
Easily accessible N ‐( p ‐tolylsulfonyl)‐1,2‐diphenylethylenediamine‐(TsDPEN‐)derived organic–inorganic hybrid ligands were prepared and applied to the heterogeneous asymmetric transfer hydrogenation in traditional HCO 2 H/NEt 3 and in water with HCO 2 Na as the hydrogen source and sodium dodecyl sulfate (SDS) as the phase‐transfer catalyst. The reactions demonstrated high catalytic activities and excellent enantioselectivities for most aromatic ketones and the imine tested, with results similar to those in homogeneous catalysis.In particular, this heterogeneous catalyst can be readily recovered and used in multiple consecutive catalytic runs with the high enantioselectivity maintained both in HCO 2 H/NEt 3 and in water. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005)