Journal of Organometallic Chemistry

Solvolysis mechanism of tertiary α-silyl bromides

FK Cartledge, JP Jones

Index: Cartledge,F.K.; Jones,J.P. Journal of Organometallic Chemistry, 1974 , vol. 67, p. 379 - 388

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Citation Number: 16

Abstract

Abstract Preparation and properties of compounds of the formula RMe 2 SiCMe 2 Br,(I) are reported. Solvolysis of (Ia)(R= Me) in aqueous ethanol results in elimination to produce isopropenyltrimethylsilane in high yield. Effects of solvent, added salts, and variation of R on the rates of solvolysis of (I) are rationalized in terms of a transition state involving substantial electron deficiency on the carbon atom adjacent to Si. When R is a substituted phenyl ...