Abstract
Incorporation of alkyl substituents into quinonimine fragments of N-arylthio- and N-arylsulfonyl-1,4-benzoquinonimines results in virtually equal changes in the chemical shifts of the carbon atoms from this fragment compared to those of unsubstituted and chloroderivatives. The substituents in the benzene ring also similarly affect the spectra of both groups of alkyl-substituted compounds. The pattern observed is due to the lack of a unique conjugation system, and the alterations revealed in the spectra might be caused by the changes in the geometry of the molecules.
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Pirozhenko, V.V., Avdeenko, A.P., Yusina, A.L. et al. Synthesis and 13C NMR Spectra of N-Substituted p-Quinonimines: III. N-Arylthio- and N-Arylsulfonyl-1,4-benzoquinonimines with Enhanced Electron-donor Character of Quinoid Ring. Russian Journal of Organic Chemistry 40, 1121–1128 (2004). https://doi.org/10.1023/B:RUJO.0000045891.38918.40
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DOI: https://doi.org/10.1023/B:RUJO.0000045891.38918.40