Skip to main content
SpringerLink
Log in

The structures of furazans and furoxans

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The IR spectra of furazans and furoxans are characterized by lowered values of frequencies and of integrated absorption band intensities for the C=N bands. The peculiarities of the UV absorption spectra of these compounds are similar to those of pyridine and its benzene analogs in comparison with the corresponding N-oxides. Comparison of the results with those given in the literature regarding chemical properties, delocalization energies, X -ray spectra, and quantum chemistry calculations leads to a conclusion that the 2, 1, 3-oxadiazole ring possesses a definite aromaticity.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. J. Kaufman and J. Picard, Chem. Rev., 59, 429, 1959.

    Google Scholar 

  2. V. Luzzati, Acta. Cryst., 4, 193, 1951.

    Google Scholar 

  3. M. Milone and G. Müller, Gazz. chim. ital., 65, 241, 1935.

    Google Scholar 

  4. M. Milone and E. Borello, Gazz. chim. ital., 81, 368, 1951.

    Google Scholar 

  5. L. J. Bellamy, The Infra-Red Spectra of Complex Molecules [Russian translation], IL, Moscow, 1957.

    Google Scholar 

  6. G. Tappi, Gazz. chim. ital., 71, 111, 1941.

    Google Scholar 

  7. M. Colonna and A. Risaliti, Rend. Acad. Lincei, 8, 809, 1953.

    Google Scholar 

  8. E. S. Levin, Z. I. Fodiman, and Z. V. Todres, Material of the 2nd Conference on Polarography (summaries of papers) [in Russian], Kazan, 83, 1962.

  9. P. Diel, H. Christ, and F. Mallory, Helv. Chim. Acta., 195, 504, 1962.

    Google Scholar 

  10. D. Britton and W. Noland, J. Org. Chem., 27, 3218, 1962.

    Google Scholar 

  11. J. Boyer and S. Ellzey, J. Org. Chem., 24, 2038, 1959.

    Google Scholar 

  12. G. Wittig and R. Hoffmann, Ber., 95, 2718, 1962.

    Google Scholar 

  13. H. Richard and C. Sterhen, J. Am. Chem. Soc., 79, 2233, 1957.

    Google Scholar 

  14. Orgell, Cottrel, Dick, and Sutton, Trans. Farad. Soc., 47, 113, 1951.

    Google Scholar 

  15. H. Hameka and A. Liquori, Mol. Phys., 1, 9, 1958.

    Google Scholar 

  16. H. Hamano and H. Hameka, Tetrah., 18, 985, 1962.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Scientific Research Institute of Organic Intermediates and Dyes, Moscow

    B. E. Zaitsev, Z. V. Todres & V. A. Pozdyshev

Authors
  1. B. E. Zaitsev
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Z. V. Todres
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. V. A. Pozdyshev
    View author publications

    You can also search for this author in PubMed Google Scholar

Rights and permissions

Reprints and permissions

About this article

Cite this article

Zaitsev, B.E., Todres, Z.V. & Pozdyshev, V.A. The structures of furazans and furoxans. Chem Heterocycl Compd 1, 557–561 (1966). https://doi.org/10.1007/BF00472689

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00472689

Keywords

Search

Navigation