Structure-reactivity correlations for reactions of substituted phenolate anions with acetate and formate esters

D Stefanidis, S Cho, S Dhe-Paganon…

Index: Stefanidis, Dimitrios; Cho, Sayeon; Dhe-Paganon, Sirano; Jencks, William P. Journal of the American Chemical Society, 1993 , vol. 115, # 5 p. 1650 - 1656

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Citation Number: 129

Abstract

Abstract: The reactions of substituted phenolate anions with m-nitrophenyl, p-nitrophenyl, and 3, 4-dinitrophenyl formates follow nonlinear Bronsted-type correlations that might be taken as evidence for a change in the rate-limiting step of a reaction that proceeds through a tetrahedral addition intermediate. However, the correlation actually represents two different Bronsted lines that are defined by meta-and para-substituted phenolate anions and by ...

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