Skip to main content
SpringerLink
Log in

The Mechanism of Isomerization Recyclization of Diacetyl Derivatives of Pyridinium Salts

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A mechanism has been considered for the recyclization of pyridinium salts using their diacetyl derivatives as an example. The enthalpies of formation of the intermediates were estimated by the molecular mechanics method (MMX88). The nature of the rate-determining step of the reaction is discussed.

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. G. P. Shkil and R. S. Sagitullin, Tetrahedron Lett., 34, 5967 (1993).

    Google Scholar 

  2. R. S. Sagitullin, S. P. Gromov, and A. N. Kost, Dokl. Akad. Nauk SSSR, 236, 634 (1977).

    Google Scholar 

  3. Yu. B. Vysotskii, B. P. Zemskii, T. V. Stupnikova, and R. S. Sagitullin, Khim. Geterotsikl. Soedin., 381 (1980).

  4. T. V. Stupnikova, B. P. Zemskii, R. S. Sagitullin, and A. N. Kost, Khim. Geterotsikl. Soedin., 291 (1982).

  5. J. W. Bunting, Adv. Heterocycl. Chem., Vol. 25, Academic Press, New York (1979), p. 1.

    Google Scholar 

  6. G. P. Shkil, V. Lusis, D. Muceniece, and R. S. Sagitullin, Tetrahedron, 51, 8599 (1995).

    Google Scholar 

  7. I. F. Bel'skii, G. N. Dorofeenko, N. S. Prostakov, V. P. Sherstyuk, and Yu. I. Chumakov, Heterocycles in Organic Synthesis[in Russian], Tekhnika, Kiev (1970), p. 108.

    Google Scholar 

  8. R. S. Sagitullin, S. P. Gromov, and A. N. Kost, Dokl. Akad. Nauk SSSR, 243, 937 (1978).

    Google Scholar 

  9. L. V. Vilkov, V. S. Mastryukov, and N. I. Sadova, Determination of the Geometric Structure of Free Molecules[in Russian], Khimiya, Leningrad (1978), p. 83.

    Google Scholar 

  10. J. Benet-Buchholz, R. Boese, T. Haumann, and M. Traetteberg, in: Z. Rappoport (editor), The Chemistry of Dienes and Polyenes, Vol. 1, Wiley (1997), p. 25.

  11. T. Zincke, Justus Liebigs Ann. Chem., 330, 361 (1903).

    Google Scholar 

  12. T. J. Dwyer and P. G. Jasien, J. Mol. Struct. (Theochem.), 363, 139 (1996).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Omsk State University, Omsk, 644077, Russia

    E. G. Atavin, V. O. Tikhonenko & R. S. Sagitullin

Authors
  1. E. G. Atavin
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. O. Tikhonenko
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. S. Sagitullin
    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

Atavin, E.G., Tikhonenko, V.O. & Sagitullin, R.S. The Mechanism of Isomerization Recyclization of Diacetyl Derivatives of Pyridinium Salts. Chemistry of Heterocyclic Compounds 37, 850–854 (2001). https://doi.org/10.1023/A:1012447407540

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1012447407540

Search

Navigation