The competition between positions C1 and C3 in homoadamantane upon oxidation was studied both theoretically and experimentally. B3PW91 and MP2 calculations in the 6-31+G* basis were used to study the structure of the homoadamantane radical-cation and its complexes with acetonitrile. The reaction was found to proceed predominantly at the homoadamantane C1 position in the reaction with photoexcited 1,2,4,5-tetracyanobenzene.
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Translated from Teoreticheskaya i Éksperimental’naya Khimiya, Vol. 45, No. 4, pp. 234-238, July-August, 2009.
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Gunchenko, P.A., Makukhina, A.M., Novikovskii, A.A. et al. Structure and transformations of the homoadamantane radical-cation. Theor Exp Chem 45, 246–251 (2009). https://doi.org/10.1007/s11237-009-9089-2
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DOI: https://doi.org/10.1007/s11237-009-9089-2