Abstract
ort the results of a quantum-chemical study of compounds of the naphthaquinone series and of 9,10-phenanthrenequinone in the MINDO/3 approximation. Theoretical and experimental results for the spatial structures and physicochemical properties of these compounds are compared, and comparative estimates are made of the reactivity of the α- and β-positions in the quinone nuclei in electrophilic and nucleophilic reactions. The results obtained are used to arrange the various naphthaquinones in order of increasing thermochemical stability.
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Translated from Teoreticheskaya i Éksperimental'naya Khimiya, Vol. 25, No. 3, pp. 352–356, May–June, 1989.
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Makovetskii, V.P., Grubyi, V.P. & Nesterenko, A.M. Stability, reactivity, and spatial and electronic structures of naphthaquinones and of 9, 10-phenanthrenequinone. Theor Exp Chem 25, 327–331 (1989). https://doi.org/10.1007/BF01299014
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DOI: https://doi.org/10.1007/BF01299014