Unraveling Structure-Reactivity Relationships in SNV Reactions: Kinetics of the Reactions of Methoxybenzylidenemalononitrile, 2-(Methylthiobenzylidene)-1, 3- …

CF Bernasconi, RJ Ketner, ML Ragains…

Index: Bernasconi; Ketner; Ragains; Chen; Rappoport Journal of the American Chemical Society, 2001 ,  vol. 123,  # 10  p. 2155 - 2164

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Citation Number: 26

Abstract

The kinetics of the title reactions were determined in 50% DMSO-50% water (v/v) at 20° C; n- BuS-, HOCH2CH2S-, and MeO2CCH2S-were used as thiolate ions. The reactions with the thiolate ions gave rise to two separate kinetic processes. The first refers to rapid, reversible attachment of RS-to the substrate leading to a tetrahedral intermediate (,), the second to the conversion of the intermediate to products (). In most cases all of the rate constants (,, and) ...