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through resonanceinteractions. Thus, it has been concluded that the enhanced nucleofugality through the H-bonding interactionand the “push” provided by the RO group forces the reactions to proceed through a concerted mechanism.Key Words : Aminolysis, Steric hindrance, H-bonding interaction, Nonleaving group, Bronsted-type plotIntroductionAminolysis of esters has been reported to proceed througha stepwise mechanism with a zwitterionic tetrahedral inter-mediate T

bulletin of the korean chemical society

Kinetics and Reaction Mechanism of Aminolyses of Benzyl 2-Pyridyl Carbonate and t-Butyl 2-Pyridyl Carbonate: Effect of Nonleaving Group on Reactivity and Reaction Mechanism