The effect of solvation on. beta. values for nucleophilic reactions

DJ Hupe, D Wu, P Sheppard

Index: Hupe,D.J. et al. Journal of the American Chemical Society, 1977 , vol. 99, p. 7659 - 7662

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Citation Number: 19

Abstract

Abstract: The rates of enolization of 1 catalyzed by a series of oxyanions are compared with the reactions of esters in which the oxyanions function as nucleophiles involved in rate- determining attack. The similarity in curvature of these two plots is demonstrated. The cause of the curvature for nucleophilic reactions of PNPA and PNTPA is suggested to arise from a perturbation due to solvation similar to that proposed for 1. The value of p,,, for phenoxides ...