Skip to main content
Log in

Electronic structures and reactivities of methyl-substituted thienothiazoles and thieno- and furopyridines

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The electronic structures of a number of methyl-substituted heterocyclces containing a thiophene or furan ring condensed with a thiazole or pyridine ring and of their quaternary salts and methylene bases were calculated by the Pariser-Parr-Pople method. The features of the electronic structures of the investigated molecules were ascertained. It is shown that methyl-substituted thienothiazoles and thieno- and furopyridines and their quaternary salts are appreciably inferior to the corresponding benzothiazoles and quinoline derivatives used for the synthesis of polymethine dyes with respect to the reactivity of the methyl group.

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.

Institutional subscriptions

Similar content being viewed by others

Literature cited

  1. N. Mataga and K. Nishimoto, Z. Phys. Chem., 136, 140 (1957).

    Google Scholar 

  2. K. Nishimoto and L. S. Forster, Theor. Chim. Acta, 4, 155 (1965).

    Google Scholar 

  3. K. Nishimoto, Theor. Chim. Acta, 7, 207 (1967).

    Google Scholar 

  4. V. A. Kosobutskii, G. I. Kagan, V. K. Belyakov, and O. G. Tarakanov, Zh. Strukt. Khim., 12, 822 (1971).

    Google Scholar 

  5. J. Hinze and H. H. Jaffe, J. Phys. Chem., 67, 1501 (1963).

    Google Scholar 

  6. R. Pariser and R. G. Parr, J. Chem. Phys., 21, 466, 767 (1953).

    Google Scholar 

  7. V. I. Minkin, B. Ya. Simkin, and L. P. Olekhnovich, Internatl. J. Sulfur Chem., 3A, 249 (1973).

    Google Scholar 

  8. P. Lindner and O. Martensson, Theor. Chim. Acta, 7, 352 (1967).

    Google Scholar 

  9. E. Bullock, B. Gregory, and A. W. Johnson, J. Chem. Soc., 1632 (1964).

  10. L. H. Klemm, R. E. Merrill, F. H. Lee, and C. E. Klopfenstein, J. Heterocycl. Chem., 11, 205 (1974).

    Google Scholar 

  11. J. Metzger, H. Larivé, R. Dennilauler, and C. Gaurat, Bull. Soc. Chim. France, 1284 (1969).

  12. E. Kleinpeter, R. Borsdorf, and F. Dietz, J. Prakt. Chem., 315, 600 (1973).

    Google Scholar 

  13. R. Zahradnik and C. Parkanyi, Coll. Czech. Chem. Commun., 30, 355 (1965).

    Google Scholar 

  14. N. N. Zatsepina, O. L. Kaminskii, and I. F. Tupitsyn, Reakts. Sposobsn. Soedin., Tartu, 4, 433 (1967).

    Google Scholar 

  15. P. Mastagli, H. Larivé, and P. Estevenon, Compt. Rend., 252, 3782 (1961).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 9, pp. 1202–1206, September, 1976.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Abramenko, P.I., Kosobutskii, V.A. Electronic structures and reactivities of methyl-substituted thienothiazoles and thieno- and furopyridines. Chem Heterocycl Compd 12, 995–998 (1976). https://doi.org/10.1007/BF00480390

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00480390

Keywords

Navigation