Skip to main content
Log in

Ensembles of rings with a coumarin unit.

2. Spectral luminescent properties and spin-orbit coupling in molecules of 3-(2-R-thiazol-4-yl)- and 3-(4-R-thiazol-2-yl)coumarins

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

We have investigated the luminescent spectral properties of 3-(2-R-thiazol-4-yl)coumarins (R=CH3, CH2CH, Ar) and some isomeric 3-(4-R-thiazol-2-yl)coumarins (R=Ar) with substituents of different electronic types both in the coumarin and in the aryl moieties. We have obtained estimates of the rate constants for primary photophysical processes: emission of fluorescence and nonradiative degradation of the electronic excitation energy. We have calculated the matrix elements for the spin-orbit coupling operator, and based on these matrix elements we have calculated the intersystem crossing rate constants. We have shown that deterioration of the fluorescent properties of the studied thiazolyl derivatives of coumarin when π-conjugated moieties are introduced into the thiazole ring is determined by the enhancement of the spin-orbit interaction in a system of levels of the π, π-type.

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

References

  1. Ya. V. Belokon', S. N. Kovalenko, A. V. Silin, and V. M. Nikitchenko, Khim. Geterotsikl. Soedin., No. 10, 1345 (1997).

    Google Scholar 

  2. M. M. Asimov, V. M. Nikitchenko, A. I. Novikov, and A. N. Rubinov, Chem. Phys. Lett.,149, 140 (1988).

    Google Scholar 

  3. M. M. Asimov, V. N. Gavrilenko, L. Kozma, V. M. Nikitchenko, A. I. Novikov, S. N. Kovalenko, and A. N. Rubinov. Opt. Spektrosk.,70, 384 (1991).

    Google Scholar 

  4. M. M. Asimov, V. N. Gavrilenko, V. M. Nikitchenko, A. I. Novikov, S. N. Kovalenko, and A. N. Rubinov, Vestsi AN Belarusi, No. 1, 44 (1992).

    Google Scholar 

  5. M. M. Asimov, V. N. Gavrilenko, V. M. Nikitchenko, S. N. Kovalenko, and A. N. Rubinov, “Luminescent spectral properties of new coumarin bifluorophore molecules”, Inst. Fiz. Akad. Nauk Belarusi, Minsk (1994); Preprint No. 691.

    Google Scholar 

  6. J. T. Sprague, J. C. Tai, Y. Yuh, and N. L. Allinger, J. Comp. Chem.,8, 581 (1987).

    Google Scholar 

  7. S. N. Kovalenko, V. P. Chernykh, Ya. V. Belokon', I. V. Orlenko, I. A. Zhuravel', V. M. Nikitchenko, and A. V. Silin, Kazan. Med. Zh.,76, 189 (1995).

    Google Scholar 

  8. W. A. Melhuish, J. Phys. Chem.,65, 229 (1961).

    Google Scholar 

  9. O. A. Ponomarev, A. O. Doroshenko, and V. G. Mitina, Khim. Fiz.,8, 1369 (1989).

    Google Scholar 

  10. W. R. Ware, L. J. Doemeny, and T. L. Nemzek, J. Phys. Chem.,77, 2038 (1973).

    Google Scholar 

  11. S. K. Basharin, G. A. Gachko, L. N. Kivach, S. L. Maskevich, A. A. Maskevich, and V. R. Udovydchenko, Zh. Prikl. Spektrosk.,52, No. 1, 48 (1990).

    Google Scholar 

  12. J. Griffits, Dyes and Pigments,3, 211 (1982).

    Google Scholar 

  13. V. I. Minkin, B. Ya. Simkin, and L. P. Olekhovitch, Int. J. Sulfur Chem.,8, 249 (1973).

    Google Scholar 

  14. E. N. Babich, A. V. Luzanov, Yu. F. Pedash, and O. A. Ponomarev Teor. Éksp. Khim., No. 1, 17 (1990).

    Google Scholar 

  15. Yu. F. Pedash, E. N. Babich, O. A. Ponomarev, and A. V. Luzanov, Opt. Spektrosk.,69, 313 (1990).

    Google Scholar 

  16. Yu. F. Pedash, E. N. Babich, O. A. Ponomarev, and A. V. Luzanov, Opt. Spektrosk.,69, 550 (1990).

    Google Scholar 

  17. O. A. Ponomarev, Yu. F. Pedash, and O. V. Prezhdo, Zh. Fiz. Khim.,65, 1846 (1991).

    Google Scholar 

  18. S. P. McGlynn, T. Azumi, and M. Kinishita, Molecular Spectroscopy of the Triplet State [Russian translation], Mir, Moscow (1972).

    Google Scholar 

  19. Z. M. Muldakhmetov, B. F. Minaev, and G. A. Ketsle, Optical and Magnetic Properties of the Triplet State [in Russian], Nauka, Alma-Ata (1983).

    Google Scholar 

Download references

Authors

Additional information

For communication 1, see [1].

Kharkov State University, Kharkov 310077. Ukrainian Pharmaceutical Academy, Kharkov 310002. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1356–1363, October, 1997.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Doroshenko, A.O., Posokhov, E.A., Belokon', Y.V. et al. Ensembles of rings with a coumarin unit.. Chem Heterocycl Compd 33, 1177–1184 (1997). https://doi.org/10.1007/BF02290866

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF02290866

Keywords

Navigation