Cycloheptatrienethione, which is iso-π-electronic with tropone, reacts in a concerted manner with cyclopentadiene to give a 1 : 1 [8 + 2]-type adduct; the cyclopentadiene reacts as a 2π-component, in contrast with the case of tropone and the reaction mechanism is confirmed by a study of its kinetic behaviour.
T. Machiguchi, T. Hasegawa, H. Otani and Y. Ishii, J. Chem. Soc., Chem. Commun., 1987, 1375 DOI: 10.1039/C39870001375
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