An ESR and ENDOR study of the octamethylanthracene radical cation generated from methylarylstannanes and -germanes

Single Electron Transfer in Radical Ion and Radical-Mediated Organic, Materials and Polymer Synthesis

“…On the other hand, the mechanism involving radical cation intermediate (Scheme ) was proposed by Rooney and Pink in 1961 . The involvement of the radical cation was experimentally supported by the fact that the aromatic radical cation generated during the Scholl reaction was characterized by ESR signals. − …”

The Generation of Organic Radical Cations: A Guide to Current Practice for EPR Spectroscopic Studies

“…121 Strong acids can induce the migration of alkyl groups in an aromatic ring by reversible protiodealkylation, and this, coupled with the dehydrodimerisation of aromatic rings can lead to the formation of highly alkylated condensed polycyclic aromatics. Thus the radical cation of octamethylanthracene, 9, is formed when a variety of polymethylated aromatic compounds such as (Me 5 C 6 ) 2 CH 2 , 70,122 123 are treated with CF 3 CO 2 H, and the spectrum of 9 •+ has been erroneously ascribed to both to the diarylmethane 10 •+ and to the triene 11 •+ .…”