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DOI: 10.1055/s-2006-950238
Novel Highly Stereoselective Approach toward (Z)-1,2-Bis(silyl)ethenes
Publication History
Publication Date:
09 October 2006 (online)
Abstract
A new flexible and stereoselective protocol for the synthesis of the compounds of the general formula, (Z)-Ph2RSiCH=CHSiRPh2 (where R is an alkyl, alkenyl or alkoxy substituent) has been developed. The title compounds have been efficiently obtained by ruthenium hydride complex [RuHCl(CO)(PCy3)2]-catalyzed (Z)-selective silylative coupling cyclization of 1,2-bis(diphenylvinylsiloxy)ethane or N,N′-dimethyl-N,N′-di(diphenylvinylsilyl)ethane-1,2-diamine to generate respective disilacyclic platforms, followed by their reaction with Grignard reagents or alcohols. (Z)-Bis(silyl)ethenes could not be synthesized by a metathesis procedure.
Key words
vinylsilanes - silylative coupling - ruthenium complex - Grignard reagent - cyclization
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References
Crystallographic data (excluding structure factors) for the structure reported in this paper have been deposited with the Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-292109. Copies of the data can be obtained free of charge on application to CCDC, 12 Union Road, Cambridge CB2 1EZ, UK (fax: +44 1223 336 033;
e-mail: deposit@ccdc.cam.ac.uk).