Synlett 2011(4): 551-554  
DOI: 10.1055/s-0030-1259515
LETTER
© Georg Thieme Verlag Stuttgart ˙ New York

Rasta Resin-PPh3BnCl and its Use in Chromatography-Free Carbonyl Cyanosilylation Reactions

Yan Teng, Patrick H. Toy*
Department of Chemistry, The University of Hong Kong, Pokfulam Road, Hong Kong, P. R. of China
Fax: +85228571586; e-Mail: phtoy@hku.hk;
Further Information

Publication History

Received 29 October 2010
Publication Date:
27 January 2011 (online)

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Abstract

Rasta resin-PPh3BnCl, a new heterogeneous polystyrene-based phosphonium salt, has been synthesized and used to catalyze cyanosilylation reactions of aldehydes and ketones. It was found to be more efficient as a catalyst than a similar heterogeneous phosphonium salt anchored onto a polystyrene-based on the Merrifield resin architecture of 2% divinylbenzene cross-linking. In these reactions rasta resin-PPh3BnCl was separated from the desired reaction product simply by filtration, and it could be reused without significant loss of catalytic activity numerous times.