p-(3,4-Diphenyl-1,3-cyclopentadien-1-yl)phenyltropylium Perchlorate. An Intermediate in the Synthesis of [5.6.7]Quinarene System

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Abstract
Attempt was made to dehydrogenate p-(3,4-diphenyl-1,3-cyclopentadien-1-yl)phenyltropilidene, prepared by treating p-tropylphenyllithium or p-tropylphenylmagnesium bromide with 3,4-diphenylcyclopent-2-enone, to 3″, 4″-diphenyl-1- cycIoheptatrienylidene-4-cyclopentadienylidene-2,5-cyclohexadiene, 10,11-diphenyl [5.6.7]quinarene. The resulting blue pigment showed spectral properties in line with those of p-(3,4-diphenyl-1,3-cyclopentadien-1-yl)phenyltropylium ion, [5.6.7]quinarenium ion, carrying a delocalized positive charge (VII’) but not those of expected cross-conjugated hydrocarbon.