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.
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G. V. Ponomarev, B. V. Rozynov, T. A. Babushkina, and T. M. Ivanova, Khim. Geterotsikl. Soedin., 1518 (1975).
F. H. J. Figge, W. K. Diehl, G. C. Peck, and H. P. Mack, Cancer Res.,2, 105 (1956).
R. L. N. Harris, A. W. Johnson, and I. T. Kay, J. Chem. Soc., C, 22 (1966).
P. Bamfild, R. L. N. Harris, A. W. Johnson, I. T. Kay, and K. W. Shelton, J. Chem. Soc., C. 1436 (1966).
H. Brockman, K. M. Bliesener, and H. H. Inhoffen, Ann.,718, 148 (1968).
G. V. Ponomarev, G. V. Kirillova, B. V. Rozynov, and I. A. Bogdanova, Khim. Geterotsikl. Soedin., 860 (1973).
H. Ogoshi, E. Watanabe, and Z. Yoshida, Tetrahedron,29, 3241 (1973).
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).
K. M. Smith, J. Chem. Soc., Perkin I, 1471 (1972).
H. Fischer and H. Orth, Die Chemie des Pyrrols, Vol. 2, Leipzig (1937), p. 344.
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See [1] for communication II.
Translated from Khimiya Geterotisiklicheskikh Soedinenii, No. 12, pp. 1636–1642, December, 1975.
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Ponomarev, G.V., Kirillova, G.V., Rozynov, B.V. et al. Porphyrins. Chem Heterocycl Compd 11, 1386–1391 (1975). https://doi.org/10.1007/BF00764532
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DOI: https://doi.org/10.1007/BF00764532