Skip to main content
SpringerLink
Log in

Synthesis and spectral properties of porphyrinquinone derivatives based on deuteroporphyrin IX

  • Published:
Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A series of diquinone derivatives of deuteroporphyrin IX, having different bond lengths between the chromophores, have been prepared. Deuteroporphyrin IX was condensed with modified hydroxyl-containing quinones by the mixed anhydride method. PMR spectroscopy was used to show that the magnetic anisotropy of the porphyrin ring has a strong effect on the chemical shift of the protons of the quinone ring and its neighboring substituents.

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. D. Hall and K. Rao, Photosynthesis, Arnold, Baltimore (1981).

    Google Scholar 

  2. J. Barber, Nature,307, 596 (1984).

    Google Scholar 

  3. T.-F. Ho, A. R. McIntosh, and A. C. Wheedon, Can. J. Chem.,62, 967 (1984).

    Google Scholar 

  4. J. L. Y. Kong and P. A. Loach, J. Heterocycl. Chem.,17, 737 (1980).

    Google Scholar 

  5. S. Nishitani, N. Kurata, Y. Sakata, S. Misumi, M. Migita, T. Okada, and N. Mataga, Tetrahedron Lett.,22, 2099 (1981).

    Google Scholar 

  6. J. R. Bolton, T.-F. Ho, S. Liauw, A. Siemiarczuk, C. S. K. Wan, and A. C. Weedon, J. Chem. Soc., Chem. Commun.,9, 599 (1985).

    Google Scholar 

  7. J. A. Schmidt, A. Siemiarczuk, A. C. Weedon, and J. R. Bolton, J. Am. Chem. Soc.,107, 6112 (1985).

    Google Scholar 

  8. I. Tabushi, N. Koga, and M. Yanagita, Tetrahedron Lett.,20, 257 (1979).

    Google Scholar 

  9. S. Nishitani, N. Kurata, Y. Sakata, S. Misumi, A. Karen, T. Okada, and N. Mataga, J. Am. Chem. Soc.,105, 7771 (1983).

    Google Scholar 

  10. D. Gust and T. Moore, J. Photochem.,29, 173 (1985).

    Google Scholar 

  11. M. Migita, T. Okada, N. Mataga, S. Nishitani, N. Kurata, Y. Sakata, and S. Misumi, Chem. Phys. Lett.,84, 263 (1981).

    Google Scholar 

  12. J. E. Falk, Porphyrins and Metalloporphyrins, Elsevier, Amsterdam (1964), p. 266.

    Google Scholar 

  13. C. J. Cavallito, A. E. Soria, and J. O. Hoppe, J. Am. Chem. Soc.,72, 2661 (1950).

    Google Scholar 

  14. Yu. M. Torchinskii, Sulfur in Proteins [in Russian], Nauka, Moscow (1977), p. 303.

    Google Scholar 

  15. V. F. Pozdnev, Bioorg. Khimiya,11, 725 (1985).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. M. V. Lomonosov Moscow Institute of Chemical Technology, 119435, Moscow

    V. V. Borovkov, E. I. Filippovich & R. P. Evstigneeva

Authors
  1. V. V. Borovkov
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. E. I. Filippovich
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. R. P. Evstigneeva
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 608–616, May, 1988.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Borovkov, V.V., Filippovich, E.I. & Evstigneeva, R.P. Synthesis and spectral properties of porphyrinquinone derivatives based on deuteroporphyrin IX. Chem Heterocycl Compd 24, 494–501 (1988). https://doi.org/10.1007/BF00755687

Download citation

  • Received:

  • Revised:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF00755687

Keywords

Search

Navigation