α-Silicon-and α-alkynyl-substituted vinyl cations

M Schiavelli, D Jung, A Vaden, P Stang…

Index: Schiavelli, Melvyn D.; Jung, Dorothy M.; Vaden, Anne Keller; Stang, Peter J.; Fisk, Thomas E.; Morrison, David S. Journal of Organic Chemistry, 1981 , vol. 46, # 1 p. 92 - 95

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Citation Number: 21

Abstract

The solvolytic reactivity of a number of silicon-and alkynyl-substituted vinyl triflates was investigated in aqueous ethanol. Activation parameters and solvent m values were determined for all substrates. Relative rate data show that the Medi group is accelerating and hence stabilizing relative to hydrogen but destabilizing relative to a t-Bu group. The a- ethynyl substituent caw a rate decrease compared to a methyl group despite its a- ...