Upon oxidation to the radical cation, the eight-membered ring in dibenzo[a,e]cyclooctene (2) seems to retain its tub-shaped geometry; in this regard, 2 resembles the parent cyclooctateraene 1.
F. Gerson, P. Felder, R. Schmidlin and H. N. C. Wong, J. Chem. Soc., Chem. Commun., 1994, 1659 DOI: 10.1039/C39940001659
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