Abstract
2-Aryl-4,5-di(p-bromophenyl)imidazolyl dimers were synthesized, and the dependence between the rate of dissociation of the dimers into radicals and the character of the substituents in the 2-phenyl ring was investigated. It was found that the effect of substituents on the rate of dissociation of the dimers is described by the Hammett equation. The presence of bromine atoms in the p positions of the 4-and 5-phenyl rings increases the contribution of the mesomeric component to stabilization of the transition state of the dissociation of dimers as compared with bis(triphenylimidazolyls).
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A. A. Bardina, B. S. Tanaseichuk, and I. M. Nekaeva, Khim. Geterotsikl. Soedin., 1688 (1972).
L. G. Tikhonova and B. S. Tanaseichuk, Khim. Geterotsikl. Soedin., 1676 (1972).
D. Davidson, M. Weiss, and M. Yelling, J. Org. Chem., 2, 319 (1937).
B. S. Tanaseichuk, K. V. Stanovkina, A. N. Sunin, and L. G. Rezepova, Zh. Organ. Khim., 5, 2054 (1969).
Z. Biltz, Ber., 41, 1761 (1908).
L. M. Batuner and M. E. Pozin, Mathematical Methods in Chemical Technique [in Russian], Khimiya (1968).
Yu. A. Zhdanov and V. I. Minkin, Correlation Analysis in Organic Chemistry [in Russian], RGU (1966).
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See [1] for communication XVIII.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 96–98, January, 1973.
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Tikhonova, L.G., Tanaseichuk, B.S. & Loginov, V.S. Investigation of nitrogen-containing heterocyclic free radicals. Chem Heterocycl Compd 9, 85–87 (1973). https://doi.org/10.1007/BF00476159
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DOI: https://doi.org/10.1007/BF00476159