Chemistry of Heterocyclic Compounds

, Volume 26, Issue 12, pp 1338–1345 | Cite as

Spectral-luminescence and acid-base properties of 4,7-diaminocoumarins

  • L. A. Karandashova
  • M. A. KirpichËnok
  • D. S. Yufit
  • Yu. T. Struchkov
  • I. I. Grandberg
Article

Abstract

The absorption and luminescence spectra of a series of 4,7-diaminocoumarins have been investigated in ethanol and acetonitrile solution. The pkaI and pkaII values for several of the compounds have been measured. It has been found that the site of primary protonation is the nitrogen atom in the 7-position, and that the second protonation reaction occurs at the lactone oxygen atom. The effects of steric and electronic factors on the spectral-luminescence and acid-base characteristics of these compounds are discussed.

Keywords

Oxygen Nitrogen Organic Chemistry Acetonitrile Oxygen Atom 

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Literature Cited

  1. 1.
    M. A. KirpichËnok, S. K. Gorozhankin, and I. I. Grandberg, Khim. Geterotsikl. Soedin., No. 6, 836 (1990).Google Scholar
  2. 2.
    G. Jones, W. R. Jackson, Ch.-yoo Choi, and W. R. Bergmark, J. Phys. Chem., 89, 294 (1985).Google Scholar
  3. 3.
    S. D. Joshi, V. R. Sakhardande, and S. Seshadri, Ind. J. Chem., 23B, 206 (1984).Google Scholar
  4. 4.
    B. N. Matoo, Trans. Faraday Soc., 52, 1184 (1956).Google Scholar
  5. 5.
    H. A.-E. Rafie and A. H. E.-T. Bahgat, Can. J. Chem., 63, 1173 (1985).Google Scholar
  6. 6.
    L. A. Karandashova, N. S. Patalakha, P. B. Kurapov, M. A. KirpichËnok, S. K. Gorozhankin, I. I. Grandberg, and L. K. Denisov, Izv. Timir. Sel'sko-khoz. Akad., No. 1, 188 (1988).Google Scholar
  7. 7.
    J. Barltrop and J. Coyle, Excited States in Organic Chemistry [Russian translation], Mir, Moscow (1978), p. 69.Google Scholar
  8. 8.
    M. A. KirpichËnok, S. K. Gorozhankin, and I. I. Grandberg, Khim. Geterotsikl. Soedin., No. 7, 888 (1989).Google Scholar
  9. 9.
    S. Parker, Photoluminescence of Solutions [Russian translation], Mir, Moscow (1972).Google Scholar
  10. 10.
    S. K. Gorozhankin, M. A. KirpichËnok, N. A. Klyuev, and I. I. Grandberg, Izv. Timir. Sel'sko-khoz. Akad., No. 4, 151 (1986).Google Scholar
  11. 11.
    I. Ya. Bernstein and Yu. L. Kaminskii, Spectrophotometric Analysis in Organic Chemistry [in Russian], Khimiya, Leningrad (1986), p. 200.Google Scholar

Copyright information

© Plenum Publishing Corporation 1991

Authors and Affiliations

  • L. A. Karandashova
    • 1
  • M. A. KirpichËnok
    • 1
  • D. S. Yufit
    • 1
  • Yu. T. Struchkov
    • 1
  • I. I. Grandberg
    • 1
  1. 1.K. A. Timiryazev Agricultural AcademyMoscow

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