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
✍ Scribed by Jonas Dimroth; Juliane Keilitz; Uwe Schedler; Reinhard Schomäcker; Rainer Haag
- Publisher
- John Wiley and Sons
- Year
- 2010
- Tongue
- English
- Weight
- 429 KB
- Volume
- 352
- Category
- Article
- ISSN
- 1615-4150
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✦ Synopsis
Abstract
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.