In the radical anion (1•–) of acepentalene, generated by photooxidation of the corresponding dianion (12–), the spin population appears to be evenly distributed over the nine-membered perimeter due to a rapid interconversion between two bowl-shaped Cs forms and a relatively low lying planar C2v transition structure (TS).
A. de Meijere, P. R. Schreiner, F. Schüngel, F. Gerson and P. Merstetter, Chem. Commun., 1999, 2189 DOI: 10.1039/A906972K
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