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The effect of oxygen on the regioselectivity in the rhodium catalysed hydrosilylation of 1,3-dienes

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Author

Summary, in English

The regioselectivity of the hydrosilylation of substituted 1,3-dienes catalysed by several rhodium complexes in the presence and absence of oxygen was studied. In addition to the already known accelerating effect, the presence of oxygen strongly affected the product distribution. For 2-substituted 1,3-dienes in the presence of oxygen the regioselectivity was in the range of 1 : 6 to 1 : 10 in favour of the head-product, while the absence of oxygen changed the ratios to 1 : 1 to 3 : 1 in fa our of the tail-product. When HSiPh3 was used in the presence of oxygen a single isomer was isolated in 87% yield, while in the absence of oxygen a mixture of products was produced. Control experiments indicated that a heterogeneous/colloidal catalytic system may be responsible for the preferred head-product formation.

Publishing year

2002

Language

English

Pages

102-107

Publication/Series

Journal of the Chemical Society - Perkin Transactions 1

Issue

1

Document type

Journal article

Publisher

Royal Society of Chemistry

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 1472-7781