Abstract
Spectral quantities of cyclopropane, cyclobutane, cyclohexane, and of several derivatives, have been calculated by a semiempirical all-valence electron SCF-CI MO method. In cyclopropane, HOMO is practically localized in the carbon-frame, and LVMO is purely so. In cyclobutane, these two MO's are based on C-H bonds, while cyclohexane holds an intermediate position. Despite the overall similarity-experimental and computed-of the spectra of these molecules, assignments are non-parallel. Like cyclopropane, cyclobutane can extend conjugation, but to a diminished degree; cyclohexane behaves in this respect like an acyclic alkane. An interpretation of this gradation, in terms of the nature of high-lying MO's, is proposed.
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Meyer, A.Y., Pasternak, R. Comments on the electronic properties of cyclopropane, cyclobutane, and cyclohexane. Theoret. Chim. Acta 45, 45–52 (1977). https://doi.org/10.1007/BF00551457
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DOI: https://doi.org/10.1007/BF00551457