132870-29-2Relevant academic research and scientific papers
Studies on the Thermal Isomerization of N-Arylmethylbenzotriazoles
Katritzky, Alan R.,Perumal, Subbu,Fan, Wei-Qiang
, p. 2059 - 2062 (2007/10/02)
The thermal isomerizations of N-benzyl-, N-diarylmethyl- and N-trityl-benzotriazole, and of N--, and N-trityl-5,6-dimethylbenzotriazole under nitrogen have been investigated.In all these cases , the N-1 isomer predominates over the N-2 isomer at thermodynamic equilibrium, to an extent which depends on the steric bulk of the N-substituent.The rate of attainment of equilibrium depends on the electronic effects of the substituents, both in the benzotriazole ring and in the migrating group.These results, in conjunction with a cross-over experiment, support a mechanism involving a heterolytic N-C bond cleavage followed by an intermolecular rearrangement.
