Acta Chem. Scand

Thermal and photochemical reactions of aromatic compounds in trifluoroacetic acid, involving carbocations and radical cations

L Eberson, F Radner

Index: Eberson, Lennart; Radner, Finn Acta Chemica Scandinavica, 1992 , vol. 46, # 7 p. 630 - 643

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Citation Number: 30

Abstract

Upon dissolution of 2, 2', 3, 3', 4, 4', 5, 5', 6, 6'decamethyldiphenylmethane (1) in trifluoroacetic acid (TFA), a deep-seated transformation takes place with eventual formation of 1, 2, 3, 4, 5, 6, 7, 8-octamethylanthracene (ОМА) and its radical cation. The formation of ОМА is initiated by the establishment of an equilibrium involving proton-induced cleavage of 1 to give pentamethylbenzyl cation and pentamethylbenzene. Species 1-H+ undergoes ...