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Dimerization of biradicaloid heterocyclic compounds. Nitro derivatives of pyrrolo[1, 2-a]benzimidazole

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A new type of easily dimerized heterocyclic compound, viz., nitro derivatives of 2-phenylpyrrolo[1,2-a]benzimidazole, was discovered. The reaction proceeds by heating the latter in acetic acid. A radical mechanism for the dimerization that takes into account partial protonation of the starting compound is discussed on the basis of electrochemical data, the high π-donor capacity of 2-phenyl-4-methylpyrrolo[1,2-a]benzimidazole, the coloration that is characteristic for selfcomplexes, and EPR spectroscopy.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 188–196, February, 1984.

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Pozharskii, A.F., Kuz'menko, T.A., Kuz'menko, V.V. et al. Dimerization of biradicaloid heterocyclic compounds. Nitro derivatives of pyrrolo[1, 2-a]benzimidazole. Chem Heterocycl Compd 20, 150–159 (1984). https://doi.org/10.1007/BF00506284

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  • DOI: https://doi.org/10.1007/BF00506284

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