Skip to main content
SpringerLink
Log in

Electronic structures and spectral and acid-base properties of pyrrol-, thiophen-, and furananthrones

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The IR spectra, electronic absorption and luminescence spectra, solvatochromism, and basicities of compounds of the 6H-dibenz[cd,g]indol-6-one, 6H-anthra[9,1-bc] thiophen-6-one, and 6H-anthra[9,1-bc]furan-6-one groups were studied. The interrelationship between the indicated properties and such structural factors as the 1,10-anthraquinoid structure, the presence of a π-surplus heteroring, and the presence of substituents was examined.

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

Literature cited

  1. M. V. Gorelik, The Chemistry of Anthraquinones and Their Derivatives [in Russian], Khimiya, Moscow (1983).

    Google Scholar 

  2. T. A. Mikhailova, B. E. Zaitsev, and M. V. Gorelik, Zh. Org. Khim., 15, 1516 (1979).

    Google Scholar 

  3. T. A. Mikhailova, B. E. Zaitsev, G. V. Sheban, and M. V. Gorelik, Khim. Geterotsikl. Soedin., No. 6, 803 (1981).

    Google Scholar 

  4. M. V. Gorelik and R. A. Alimova, Zh. Org. Khim., 20, 818 (1984).

    Google Scholar 

  5. M. V. Gorelik and R. A. Alimova, Zh. Org. Khim., 20, 1553 (1984).

    Google Scholar 

  6. E. G. Sadovykh, Master's Dissertation, Scientific-Research Institute of Organic Intermediates and Dyes, Moscow (1981).

  7. R. Neidlein and H. Seel, Arch. Pharm. (Weincheim), 311, 324 (1978).

    Google Scholar 

  8. S. Hünig and E. Wolff, Chimia, 22, 33 (1968).

    Google Scholar 

  9. V. D. Orlov, S. L. Solodar', Yu. N. Surov, L. M. Vinogradov, and S. E. Chistova, Zh. Org. Khim., 18, 615 (1982).

    Google Scholar 

  10. M. V. Gorelik, S. P. Titova, and V. A. Trdatyan, Zh. Org. Khim., 15, 157 (1979).

    Google Scholar 

  11. B. E. Zaitsev, T. A. Mikhailova, G. N. Rodionova, and M. V. Kazankov, Zh. Fiz. Khim., 47, 1095 (1973).

    Google Scholar 

  12. B. E. Zaitsev and N. A. Trankvil'nitskaya, Zh. Prikl. Spektrosk., 18, 449 (1973).

    Google Scholar 

  13. A. M. Galushko and N. S. Dokunikhin, Zh. Org. Khim., 15, 575 (1979).

    Google Scholar 

  14. A. M. Galushko and N. S. Dokunikhin, Zh. Org. Khim., 18, 1539 (1982).

    Google Scholar 

  15. H. W. W. Erlich, Acta Cryst., 10, 699 (1957).

    Google Scholar 

  16. M. B. Laing, R. A. Sparks, and K. N. Trueblood, Acta Cryst., B, 28, 1980 (1972).

    Google Scholar 

  17. L. P. Brivina, N. S. Strokach, D. N. Shigorin, and M. V. Gorelik, Zh. Fiz. Khim., 54, 349 (1980).

    Google Scholar 

  18. F. S. Babichev, V. A. Kovtunenko, and A. K. Tyltin, Usp. Khim., 50, 2073 (1981).

    Google Scholar 

  19. M. V. Gorelik, B. A. Korolev, and Hang Ir Kwong, Zh. Org. Khim., 12, 2589 (1976).

    Google Scholar 

  20. R. Scholl and J. Donat, Ber., 66, 514 (1933).

    Google Scholar 

  21. L. Gattermann, Ann., 393, 113 (1912).

    Google Scholar 

  22. M. V. Kazankov and E. G. Sadovykh, Khim. Geterotsikl. Soedin., No. 6, 785 (1978).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Scientific-Research Institute of Organic Intermediates and Dyes, 103787, Moscow

    T. A. Mikhailova, R. A. Alimova, N. I. Nesterova, A. L. Shakhnovich & M. V. Gorelik

Authors
  1. T. A. Mikhailova
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. R. A. Alimova
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. N. I. Nesterova
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. A. L. Shakhnovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. M. V. Gorelik
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 4, pp. 486–493, April, 1985.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Mikhailova, T.A., Alimova, R.A., Nesterova, N.I. et al. Electronic structures and spectral and acid-base properties of pyrrol-, thiophen-, and furananthrones. Chem Heterocycl Compd 21, 403–409 (1985). https://doi.org/10.1007/BF00504399

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00504399

Keywords

Search

Navigation