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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

J. Dimroth, J. Keilitz, U. Schedler, R. Schomäcker, R. Haag – 2010

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.

Title
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
J. Dimroth, J. Keilitz, U. Schedler, R. Schomäcker, R. Haag
Date
2010
Identifier
DOI: 10.1002/adsc.201000340
Source(s)
Citation
Adv. Syn. Cat., 2010, 352, 2497 - 2506
Type
Text