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Issue 20, 1994
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Solvent-controlled stereoselectivity in the hydrosilylation of alk-1-ynes catalysed by rhodium complexes

Abstract

New methodology for complete control of stereoselectivity in the hydrosilylation of alk-1-ynes is described. Alk-1-ynes react with triethylsilane to produce both (E)- and (Z)-vinylsilane, depending upon the reaction conditions, with high selectivity (91–97%). A [{Rh(cod)Cl}2]-catalysed reaction using ethanol as a solvent gave rise to Z-selective conditions whilst E-selective conditions were achieved in [{Rh(cod)Cl}2]/PPh3 or [RhCl(PPh3)3]-catalysed reactions using acetonitrile as a solvent. A cationic rhodium(I) phosphine complex generated in situ was found to be the active species in E-selective conditions.

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Article type: Paper
DOI: 10.1039/P19940002909
J. Chem. Soc., Perkin Trans. 1, 1994, 2909-2913

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    Solvent-controlled stereoselectivity in the hydrosilylation of alk-1-ynes catalysed by rhodium complexes

    R. Takeuchi and N. Tanouchi, J. Chem. Soc., Perkin Trans. 1, 1994, 2909
    DOI: 10.1039/P19940002909

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