Abstract
The Cu and Ni complexes of etioporphyrin II were subjected to Vilsmeier formylation, and a steric effect of the peripheral substituants on the direction of electrophilic meso substitution in the porphyrins was observed. The corresponding meso-N,N′-dimethylaminomethyl derivatives, which were separated by thin-layer chromatography (TLC) on silica, gel, were obtained. Their structures were proved by means of the IR, PMR, electronic, and mass spectra.
Similar content being viewed by others
Literature cited
G. V. Ponomarev and G. B. Maravin, Khim. Geterotsikl. Soedin., No. 1, 59 (1982).
G. V. Kirillova, T. A. Babushkina, V. P. Suboch, and G. V. Ponomarev, Khim. Geterotsikl. Soedin., No. 9, 1215 (1978).
G. V. Ponomarev and B. V. Rozynov, Khim. Geterotsikl. Soedin., No. 9, 1172 (1973).
G. V. Ponomarev, B. V. Rozynov, T. A. Babushkina, and T. M. Ivanova, Khim. Geterotsikl. Soedin., No. 11, 1518 (1975).
H. Fischer and H. Orth, in: Die Chemie des Pyrrols, Leipzig (1934–1940).
R. L. N. Harris, A. W. Johnson, and J. T. Kay, J. Chem. Soc. (C), No. 1, 22 (1966).
Author information
Authors and Affiliations
Additional information
See [1] for Communication 14.
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 11, pp. 1507–1511, November, 1982.
Rights and permissions
About this article
Cite this article
Ponomarev, G.V., Kirillova, G.V., Lazukova, L.B. et al. Porphyrins. 15. Effect of stesic factors on the orientation of meso substitution in the formylation of porphyrins. First example of the chromatographic identification of isomers of porphyrins of the I and II types. Chem Heterocycl Compd 18, 1169–1173 (1982). https://doi.org/10.1007/BF00506366
Received:
Revised:
Issue Date:
DOI: https://doi.org/10.1007/BF00506366