Mechanism of the reaction of carbon and nitrogen nucleophiles with the model carcinogens O-pivaloyl-N-arylhydroxylamines: competing SN2 substitution and SN1 …
JS Helmick, KA Martin, JL Heinrich…
文献索引：Helmick, John S.; Martin, Kristy A.; Heinrich, Julie L.; Novak, Michael Journal of the American Chemical Society, 1991 , vol. 113, # 9 p. 3459 - 3466
Abstract: The reaction of N, N-dimethylaniline (4) and aniline (5) with the Opivaloyl-N- arylhydroxylamines (la-f) in MeOH exhibits second-order kinetics and generates products of nucleophilic attack on the nitrogen of the hydroxylamine derivative. The characteristics of this reaction are not consistent with a nitrene or SET mechanism, an sN1 reaction with rate- limiting attack of the nucleophile, or nucleophile-assisted ionization. The only mechanism ...
