The acid decomposition of 1-aryl-3, 3-dialkyltriazenes. Mechanistic changes as a function of aromatic substitution, nucleophile strength, and solvent

…, N Satyamurthy, H Ku, ME Phelps

Index: Barrio, Jorge R.; Satyamurthy, Nagichettiar; Ku, Hao; Phelps, Michael E. Journal of the Chemical Society, Chemical Communications, 1983 , # 8 p. 443 - 444

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Citation Number: 23

Abstract

Solvent, nucleophile strength, and substituents on the phenyl ring modified the yield of aromatic halogenation using 1 -aryl-3,3-dialkyltriazenes (2a-f) and halide ion in anhydrous acidic media. ... We report herein the first observation that the yields of aro- matic halogenation using I -aryl-3,3-dialkyltriazenes (2a-f) and halide ion inanhydrousacidic media depend stronglyupon the competing homolytic cleavage of the aryl-nitrogen bond. ... In an effort to analyse the ...

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