Quantification of the Nucleophilic Reactivities of Ethyl Arylacetate Anions

F Corral??Bautista, H Mayr

Index: Corral-Bautista, Francisco; Mayr, Herbert European Journal of Organic Chemistry, 2013 , # 20 p. 4255 - 4261

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Citation Number: 2

Abstract

Abstract The kinetics of the reactions of substituted ethyl arylacetates with quinone methides and structurally related diethyl benzylidenemalonates have been studied in DMSO. The second-order rate constants (lg k 2) correlated linearly with the electrophilicities E according to the linear free-energy relationship lg k 2= s N (N+ E), allowing us to determine the nucleophilicity parameters N and s N for these anions. The nucleophilic reactivities of the ...