Skip to main content
Log in

Study of three-dimensional structures of benzoylpyridine oximes and their ethers by 1H and 13C NMR spectroscopy

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The 1H and 13C NMR spectra of the E and Z isomers of 2-, 3-, and 4-benzoylpyridine oximes and their ethers were analyzed thoroughly, and the 1H-13C spin-spin coupling constants (SSCC) were determined. It was established that the magnitude of the γ effect for the quaternary carbon atoms in the E and Z isomers depends on the site of substitution in the pyridine ring. It was assumed that the intermolecular hydrogen bond is stronger in the E form than in the Z form. The existence of the Z isomer of 2-benzoylpyridine oxime in deuterochloroform with an intramolecular hydrogen bond was proved.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

Literature Cited

  1. G. W. Buchanan and B. A. Dawson, Can. J. Chem., 55, 1437 (1977).

    Google Scholar 

  2. L. B. Krivdin, V. V. Shcherbakov, and G. A. Kalabin, Zh. Obshch. Khim., 22, 342 (1986).

    Google Scholar 

  3. Yu. Yu. Popelis, é. é. Liepin'sh, é. Ya. Lukevits, Khim. Geterotsikl. Soedin., No. 9, 1172 (1985).

    Google Scholar 

  4. O. M. Glozman, L. A. Zhmurenko, L. M. Meshcheryakov, L. N. Borisova, V. P. Lezina, S. G. Rozenberg, N. A. Novikov, L. N. Nerobkova, A. N. Aliev, Sh. I. Ismailov, T. A. Voronina, and V. A. Zagorevskii, Khim.-farm. Zh., No. 9, 1059 (1987).

    Google Scholar 

  5. A. Yu. Denisov, V. I. Mamatyuk, and O. P. Shkurko, Khim. Geterotsikl. Soedin., No. 9, 1223 (1984).

    Google Scholar 

  6. J. H. Gove, J. Org. Chem., 38, 3517 (1973).

    Google Scholar 

  7. V. I. Ionin, B. A. Ershov, and A. I. Kol'tsov, NMR Spectroscopy in Organic Chemistry [in Russian], Khimiya, Leningrad (1983), p. 167.

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 203–208, February, 1990.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Lezina, V.P., Rozenberg, S.G., Glozman, O.M. et al. Study of three-dimensional structures of benzoylpyridine oximes and their ethers by 1H and 13C NMR spectroscopy. Chem Heterocycl Compd 26, 172–178 (1990). https://doi.org/10.1007/BF00499411

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00499411

Keywords

Navigation