Journal of the American Chemical Society

Catalysis of the methoxyaminolysis of phenyl acetate by a preassociation mechanism with a solvent isotope effect maximum

MM Cox, WP Jencks

文献索引：Cox, Michael M.; Jencks, William P. Journal of the American Chemical Society, 1981 , vol. 103, # 3 p. 572 - 580

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被引用次数: 49

摘要

Abstract: General-acid catalysis of the reaction of methoxyamine with phenyl acetate by the proton, carboxylic acids, and ammonium ions follows a nonlinear Bransted curve. This curve agrees quantitatively with the behavior expected for the enforced preassociation mechanism of catalysis that was predicted for this reaction. The stronger acids, including the proton, follow a Bransted slope of a= 0.16 that represents rate-limiting amine attack assisted by ...