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Effect of meso substituents on the NH acidities of benzimidazoles

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The NH acidities of a systematic series of 2-substituted benzimidazoles in acetonitrile were studied by potentiometric titration. It was found that the intramolecular interrelationships between the substituent in the 2 position and the acidity center have primarily inductive character and are expressed quantitatively by a dependence of the pKa = f(σm) type.

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Authors and Affiliations

  1. Irkutsk Institute of Organic Chemistry, Siberian Branch, Academy of Sciences of the USSR, 664033, Irkutsk

    T. V. Kashik, S. M. Ponomareva, N. D. Abramova & G. G. Skvortsova

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  1. T. V. Kashik
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  2. S. M. Ponomareva
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  3. N. D. Abramova
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  4. G. G. Skvortsova
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1244–1248, September, 1983.

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Kashik, T.V., Ponomareva, S.M., Abramova, N.D. et al. Effect of meso substituents on the NH acidities of benzimidazoles. Chem Heterocycl Compd 19, 997–1000 (1983). https://doi.org/10.1007/BF00506888

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  • DOI: https://doi.org/10.1007/BF00506888

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