Advertisement

Chemistry of Heterocyclic Compounds

, Volume 11, Issue 12, pp 1386–1391 | Cite as

Porphyrins

III. Synthesis and properties of porphyrins with hydroxyalkyl substituents
  • G. V. Ponomarev
  • G. V. Kirillova
  • B. V. Rozynov
  • I. A. Bogdanova
  • T. A. Babushkina
Article
  • 44 Downloads

Abstract

The corresponding porphyrin was synthesized from 1-bromo-2,7,13,17,19-pentamethyl-3,8-diethyl-12-[2-(methoxycarbonyl)ethyl]bila-a,c-diene. Cyclization of the biladiene in dimethyl sulfoxide is accompanied by bromination of theβ position of the porphyrin. Treatment of some porphyrins containing an ester grouping with sodium borohydride leads to reduction of the latter. The reduction products in concentrated sulfuric acid form sulfates that exist in the stable “monocation” form.

Keywords

Sodium Sulfate Ester Ethyl Organic Chemistry 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

Preview

Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.

Literature cited

  1. 1.
    G. V. Ponomarev, B. V. Rozynov, T. A. Babushkina, and T. M. Ivanova, Khim. Geterotsikl. Soedin., 1518 (1975).Google Scholar
  2. 2.
    F. H. J. Figge, W. K. Diehl, G. C. Peck, and H. P. Mack, Cancer Res.,2, 105 (1956).Google Scholar
  3. 3.
    R. L. N. Harris, A. W. Johnson, and I. T. Kay, J. Chem. Soc., C, 22 (1966).Google Scholar
  4. 4.
    P. Bamfild, R. L. N. Harris, A. W. Johnson, I. T. Kay, and K. W. Shelton, J. Chem. Soc., C. 1436 (1966).Google Scholar
  5. 5.
    H. Brockman, K. M. Bliesener, and H. H. Inhoffen, Ann.,718, 148 (1968).Google Scholar
  6. 6.
    G. V. Ponomarev, G. V. Kirillova, B. V. Rozynov, and I. A. Bogdanova, Khim. Geterotsikl. Soedin., 860 (1973).Google Scholar
  7. 7.
    H. Ogoshi, E. Watanabe, and Z. Yoshida, Tetrahedron,29, 3241 (1973).Google Scholar
  8. 8.
    S. M. Nasr-Ala, A. G. Bubnova, G. V. Ponomarev, and R. P. Evstigneeva, Uch. Zap. MITKhT imeni M. V. Lomonosova, Moskva,1, No. 1, 81 (1970).Google Scholar
  9. 9.
    K. M. Smith, J. Chem. Soc., Perkin I, 1471 (1972).Google Scholar
  10. 10.
    H. Fischer and H. Orth, Die Chemie des Pyrrols, Vol. 2, Leipzig (1937), p. 344.Google Scholar

Copyright information

© Plenum Publishing Corporation 1976

Authors and Affiliations

  • G. V. Ponomarev
    • 1
    • 2
  • G. V. Kirillova
    • 1
    • 2
  • B. V. Rozynov
    • 1
    • 2
  • I. A. Bogdanova
    • 1
    • 2
  • T. A. Babushkina
    • 1
    • 2
  1. 1.Institute of BiophysicsMinistry of Health of the USSRUSSR
  2. 2.M. M. Shemyakin Institute of Bioorganic ChemistryAcademy of Sciences of the USSRMoscow

Personalised recommendations