The Nature of the Chemical Bond. VII. The Calculation of Resonance Energy in Conjugated Systems

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Abstract
The quantum‐mechanical treatment previously applied to benzene, naphthalene, and the hydrocarbon free radicals is used in the calculation of extra resonance energy of conjugation in systems of double bonds, the dihydronaphthalenes and dihydroanthracenes, phenylethylene, stilbene, isostilbene, triphenylethylene, tetraphenylethylene, biphenyl, o, m, and p‐diphenylbenzene, and 1,3,5‐triphenylbenzene. The calculated values, which are in approximate agreement with empirical values from thermochemical data, are used in the discussion of chemical properties and in the formulation of rules regarding conjugation in overlapping systems.