Nucleophilic attacks on carbon-nitrogen double bonds. 2. Diversity of mechanisms for the substitution of diarylimidoyl chlorides by amines in benzene

R Ta-Shma, Z Rappoport

Index: Ta-Shma,R.; Rappoport,Z. Journal of the American Chemical Society, 1977 , vol. 99, p. 1845 - 1858

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Citation Number: 22

Abstract

Abstract: The reactions of diarylimidoyl chlorides ArC (CI)= NCbH4Y with piperidine, morpholine, and diethylamine which form the corresponding amidines were studied in benzene. Either only first-order term in the amine (mostly with piperidine) or both first-and second-order terms in the amine (mostly with morpholine) were found. The Hammett plots show a minimum when Y= p-C1 with piperidine and when Y= m-CI with morpholine, and ...