Isolation of a hydrocarbon salt and preparation of a hydrocarbon which heterolyses to a carbocation and a carbanion

Abstract

The first example of a hydrocarbon salt (1), C₄₈H₅₁⁺C₆₇H₃₉^–, greenish black, stable crystals, has been isolated by mixing tetrahydrofuran solutions of Agranat's carbocation (2) and of Kuhn's carbanion (3), followed by recrystallization from dimethyl sulphoxide; the hydrocarbon (4), C₇₄H₄₆, orange powder, which heterolyses into the tropylium ion and the carbanion (3) in acetone or dimethyl sulphoxide, has been prepared by the reaction of the component hydrocarbon ions in tetrahydrofuran–acetonitrile.