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Structures of 2-hydroxypyridine and its vinyl derivatives

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The PMR, Raman, and UV absorption spectra of 2-hydroxypyridine and its vinyl derivatives were investigated. Their electrochemical reduction was studied, and a quantum-chemical analysis of them was performed. It was concluded that the structure of 2-hydroxypyridine in proton-donor solvents is mesomeric, and its wave function, to a first approximation, is a linear combination of the wave functions of the 2-pyridone and zwitterion models. The contribution of the wave functions of each of the models depends substantially on the concentration of the solution and the nature of the solvent. An assumption was made regarding the presence of dynamic conjugation between the vinyl group and the ring in vinyl derivatives of 2-hydroxypyridine.

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Authors and Affiliations

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

    Yu. L. Frolov, V. K. Voronov, N. M. Deriglazov, L. V. Belousova, N. M. Vitkovskaya, S. M. Tyrina & G. G. Skvortsova

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  1. Yu. L. Frolov
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  2. V. K. Voronov
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  3. N. M. Deriglazov
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  4. L. V. Belousova
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  5. N. M. Vitkovskaya
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  6. S. M. Tyrina
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  7. G. G. Skvortsova
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 1, pp. 95–102 January, 1972.

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Frolov, Y.L., Voronov, V.K., Deriglazov, N.M. et al. Structures of 2-hydroxypyridine and its vinyl derivatives. Chem Heterocycl Compd 8, 89–94 (1972). https://doi.org/10.1007/BF00478500

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  • DOI: https://doi.org/10.1007/BF00478500

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