Recent Applications of the (TMS)3SiH Radical-Based Reagent 英文参考文献.docVIP

Molecules 2012, 17, 527-555; doi:10.3390/moleculeOPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Review Recent Applications of the (TMS)3SiH Radical-Based Reagent Chryssostomos Chatgilialoglu 1,* and Jacques Lalevée 2 1 ISOF, Consiglio Nazionale delle Ricerche, 40129 Bologna, Italy 2 Institut de Science des Matériaux de Mulhouse IS2M, LRC CNRS 7228-ENSCMu-UHA, 15, rue Jean Starcky, 68057 Mulhouse Cedex, France; E-Mail: Jacques.Lalevee@uha.fr * Author to whom correspondence should be addressed; E-Mail: chrys@r.it; Tel.: +39-051-639-8309; Fax: +39-051-639-8349. Received: 29 November 2011; in revised form: 29 December 2011 / Accepted: 2 January 2012 / Published: 6 January 2012 Abstract: This review article focuses on the recent applications of tris(trimethylsilyl)silane as a radical-based reagent in organic chemistry. Numerous examples of the successful use of (TMS)3SiH in radical reductions, hydrosilylation and consecutive radical reactions are given. The use of (TMS)3SiH allows reactions to be carried out under mild conditions with excellent yields of products and remarkable chemo-, regio-, and stereoselectivity. The strategic role of (TMS)3SiH in polymerization is underlined with emphasis on the photo-induced radical polymerization of olefins and photo-promoted cationic polymerization of epoxides. Keywords: tris(trimethylsilyl)silane; radical reactions; silyl radical; reduction; hydrosilylation; photopolymerization 1. Introduction In the late eighties, Chatgilialoglu and coworkers introduced tris(trimethylsilyl)silane, (TMS)3SiH, as a radical-based reducing agent for functional group modifications and a mediator of sequential radical reactions [1]. (TMS)3SiH has found multiple applications in organic synthesis as well as in polymers and material science [2–5]. The purpose of this article is to give some recent examples of the use of (TMS)3SiH in radical chemistry.  Molecules 201