Synthesis, X-ray diffraction data, and H-1 and C-13 NMR spectra of N-(N-arylsulfonylimidoyl)-1,4-benzoquinonimines derived from N-aroyl(acetyl)-1,4-benzoquinonimines

Oxidation of N-(N-arylsulfonylimidoyl)-4-aminophenols gave the correspondin g N-(N-arylsulfonylimidoyl)-1,4-benzoquinonimines, derivatives of N-aroyl- and N-acetyl-1,4-benzoquinonimines. The structure of the products was studi ed by the X-ray diffraction method and H-1 and C-13 NMR spectroscopy. N-(N- Arylsulfonylimidoyl)-1,4-benzoquinonimines were found to undergo fast (on t he NMR time scale) Z,E isomerization about the C=N bond in the quinonimine fragment. N-(N-Arylsulfonylacetimidoyl)-1,4-benzoquinonimines in solution g ive rise to dynamic Z,E-isomerization with respect to the C=N bond in the N -arylsulfonylacetimidoyl fragment.