The. beta.-effect with vinyl cations: kinetic study of the protiodemetalation of silyl-, germyl-, and stannylalkynes

C Dallaire, MA Brook

Index: Dallaire, Carol; Brook, Michael A. Organometallics, 1993 , vol. 12, p. 2332 - 2338

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Citation Number: 35

Abstract

The relative magnitude of the hyperconjugative stabilization of vinyl cations by adjacent CM bonds (M= Si, Ge, Sn; the@-effect) has been examined by measuring the rate constants for the protonation and subsequent protiodemetalation of group 14 metalated (trimethylsily1)- acetylenes (RsMC= CSiMes). The relative@-effect arising from the second-order rate constants Sn>> Ge> Si (maximum kdksi= 1@, 5 X lo2, 1, respectively) follows the same ...