Metal complex catalyzed reactions of anils. III. Kinetic and mechanistic studies

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Abstract
The kinetics of the homogeneously catalyzed formation and hydrolysis of anils in non-aqueous solution have been studied. The catalysts used are zinc complexes of thiourea. It is shown that all the evidence obtained, kinetic and otherwise, is consistent with a model in which the rate determining step for anil formation is nucleophilic attack by an aniline held in the second coordination sphere of the metal complex on an acetone molecule directly bound to the metal atom. Analogous mechanisms are suggested for anil hydrolysis and for transimination.

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