Abstract

Admixture of equal parts of liquid tropone and solid hydroxytropylium perchlorate gives a quantitative yield of a homogeneous white crystalline material; infrared spectra demonstrate that neither starting material is present in the new substance in its original form. Ab initio molecular orbital treatment supports a formulation as the perchlorate salt of a proton bridged cationic dimer of tropone with a nearly symmetrical three-center OHO bond and a attraction energy of about −30 kcal mol −1.

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