123395-22-2Relevant academic research and scientific papers
The Aza-di-?-methane Rearrangement of 1-Aryl-4,4-dimethyl-6,6-diphenyl-2-azahexa-2,5-dienes. The Influence of Substituents on the N-Benzyl Group
Armesto, Diego,Horspool, William M.,Langa, Fernando
, p. 903 - 906 (1989)
The acetophenone-sensitised irradiation of a series of 1-aryl-4,4-dimethyl-6,6-diphenyl-2-azahexa-2,5-dienes has been carried out.All undergo an aza-di-?-methane rearrangement to yield a cyclopropylimine.The determination of the quantum yields for the rearrangement showed a dependence on the nature of the substituents on the N-benzyl group and the reaction is most efficient with electron-withdrawing substituents.The linear relationship between log φ and ?+ suggests that there is an homoconjugative interaction between the benzyl group and the nitrogen ione-pair.
