Premium
Immobilization of a Modified Tethered Rhodium(III)‐ p ‐Toluenesulfonyl‐1,2‐diphenylethylenediamine Catalyst on Soluble and Solid Polymeric Supports and Successful Application to Asymmetric Transfer Hydrogenation of Ketones
Author(s) -
Dimroth Jonas,
Keilitz Juliane,
Schedler Uwe,
Schomäcker Reinhard,
Haag Rainer
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000340
Subject(s) - chemistry , sodium formate , rhodium , catalysis , formic acid , aqueous solution , transfer hydrogenation , formate , polymer chemistry , organic chemistry , covalent bond , combinatorial chemistry , ruthenium
Catalyst immobilization through covalent attachment onto a support is one strategy to provide recyclable systems. Here, soluble and surface‐functionalized solid polymers were used as supports for a modified tethered rhodium(III)‐ p ‐toluenesulfonyl‐1,2‐diphenylethylenediamine [Rh(III)‐TsDPEN] complex. The supported catalysts were applied to the asymmetric transfer hydrogenation of phenyl ketones in aqueous solution of sodium formate. High ee values (up to 99%) and good activities were achieved. It was discovered that the solid polymer‐supported catalyst could be recycled at least four times without a significant decrease of the activity when a mixture of sodium formate and formic acid was used as the hydrogen source. This catalytic system provides a promising approach towards an ecologically and economically rational production of enantioenriched building blocks.