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One‐ and Two‐Electron Oxidations of Pagodanes and Bissecododecahedradienes: Unusually Persistent Radical Cations
Author(s) -
Prinzbach Horst,
Murty Bulusu A. R. C.,
Fessner WolfDieter,
Mortensen John,
Heinze Jürgen,
Gescheidt Georg,
Gerson Fabian
Publication year - 1987
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.198704571
Subject(s) - dication , radical ion , chemistry , hydrocarbon , electron , photochemistry , aromatic hydrocarbon , medicinal chemistry , ion , organic chemistry , physics , quantum mechanics
That a radical cation of a quasi saturated hydrocarbon has a half‐life of two days at room temperature is extremely unusual. The radical cations generated from 1 and 3 (X CH 2 ) are identical (4, X CH 2 ); 4 can be further oxidized to the dication 6 (X CH 2 ). The reaction 2 → 5 → 7 (X = (CH 2 ) 2 ) can be carried out analogously.
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