178487-46-2Relevant academic research and scientific papers
NMR Study of Topomerization of N-Aroyl-p-Benzoquinonemonoimines
Pirozhenko, V. V.,Avdeenko, A. P.
, p. 1514 - 1519 (2007/10/03)
The N-aroyl-p-benzoquinonemonoimines are studied by the 1H and 13C NMR spectroscopy.The barriers of degenerate Z,E-isomerization are measured.A considerable decrease in the barriers compared to other types of benzoquinone imines is due to interaction between the orbital of the unshared electron pair of nitrogen and ?* orbital of the C=O bond.Proceeding from the analysis of chemical shifts in the 13C NMR spectra and quantum-chemical calculations the lack of conjugation between the ?-electronic systems of p-benzoquinonimine and aryl fragments and the noncoplanar structure of the studied compounds are deduced.
