Journal of the American Chemical Society

The effect of geminal substitution ring size and rotamer distribution on the intramolecular nucleophilic catalysis of the hydrolysis of monophenyl esters of dibasic acids …

TC Bruice, UK Pandit

Index: Bruice,T.C.; Pandit,U.K. Journal of the American Chemical Society, 1960 , vol. 82, p. 5858 - 5865

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Citation Number: 257

Abstract

Introduction The phenomenon of bimolecular nucleophilic catalysis2 of ester hydrolysis was first recognized by Bender and Turnquest3 and by Bruice and Schmir4 in their studies of the catalysis of phenyl acetate (s) hydrolysis by the nitrogen bases imidazole, 3, 4 substituted imidazoles6 and pyridine^.^,^ The phenomenon has since been treated as a special case of nucleophilic displacement at the ester carbonyl (1)(a) Department of Chemistry, Cornel1 ...