303049-31-2Relevant academic research and scientific papers
Activated sterically strained C=N bond in N-arylsulfonyl-p-quinonemono- and diimines: VII. 1H and 13C NMR spectra of N-arylsulfonyl-p-benzoquinonemono and diimines
Avdeenko
, p. 522 - 527 (2007/10/03)
In the N-arylsulfonyl-2,3,5,6-tetrachloro-1,4-benzoquinonemono- and diimines and in the N-arylsulfonyl-3,5-dimethyl-1,4-benzoquinonemonoimines the inversion around C=N bond occurs with high rate due to increased bond angle C=N-S, i.e. to the presence of a sterically strained C=N bond. In the N-arylsulfonyl-2,6-dimethyl-1,4-quinonemonoimines where the C=N bond is not sterically strained occurs degenerate Z,E-isomerization. 5-Methoxy-N-phenylsulfonyl-3-chloro-1,4-benzoquinonimine with no sterically strained C=N bond due to the free rotation of the methoxy group exists in solution as E-isomer with respect to chlorine.
