110955-54-9Relevant articles and documents
THERMAL Z,E-ISOMERIZATION OF IMINES. VI. N-ARYLSULFONYLIMINES OF ACETONE AND 2,6-DI-tert-BUTYL-1,4-BENZOQUINONE
Prosyanik, A.V.,Kol'tsov, N.Yu.,Romanchenko, V.A.,Belov, V.V.,Burmistrov, K.S.,Loban', S.V.
, p. 335 - 342 (2007/10/02)
The thermal topomerization of acetone N-arylsulfonylimines and 2,6-di-tert-butyl-1,4-benzoquinone N-arylsulfonyl-4-monoimines was studied by the dynamic PMR method.The inversion mechanism of the topomerization of the N-arylsulfonylimines was established on the basis of an investigation into the electronic and steric effects of substituents at the sulfur atom on the sizes of the barriers to topomerization.The effect of nN-3dS and nN-?c-s* interactions and the induction effect of the arylsulfonyl group on the sizes of the barriers to inversion at the nitrogen atom are considered.The reduction of the barriers to inversion in the N-arylsulfonylimines with increase in the electron-withdrawing characteristics of the para substituents in the aryl ring is largely determined by the increase in the nN-3dS interaction.
