Preparation and reactions of triarylsilylmethylmetallic reagents
- 15 February 1970
- journal article
- Published by Canadian Science Publishing in Canadian Journal of Chemistry
- Vol. 48 (4) , 561-569
- https://doi.org/10.1139/v70-093
Abstract
Triarylsilylmethylmetallic reagents have been prepared by several routes: metalation; addition of phenyllithium to vinyltriphenylsilane; direct synthesis; and by halogen–metal exchange. The latter method is highly superior as regards both generality of application and yields. Dibromomethylsilanes undergo halogen-metal exchange at −78°, and reaction of the product with hydrogen bromide serves as a valuable way of converting geminal dibromides to monobromides. The organometallic reagents have been characterized in several ways, in particular by carbonation to give the related carboxylic acid.Keywords
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