Synthesis, X-Ray Diffraction Data, and 1H and 13C NMR Spectra of N-(N-Arylsulfonylimidoyl)-1,4-benzoquinonimines Derived from N-Aroyl(acetyl)-1,4-benzoquinonimines
2001
Oxidation of N-(N-arylsulfonylimidoyl)-4-aminophenols gave the corresponding N-[N-arylsulfonylimidoyl)-1,4-benzoquinonimines, derivatives of N-aroyl- and N-acetyl-1,4-benzoquinonimines. The structure of the products was studied by the X-ray diffraction method and 1H and 13C NMR spectroscopy. N-(N-Arylsulfonylimidoyl)-1,4-benzoquinonimines were found to undergo fast (on the NMR time scale) ZE isomerization about the CIN bond in the quinonimine fragment. N-(N-Arylsulfonylacetimidoyl)-1,4-benzoquinonimines in solution give rise to dynamic ZE-isomerization with respect to the CIN bond in the N-arylsulfonylacetimidoyl fragment.
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