Abstract
The synthesis of the Cu, Ni, and Zn complexes of cis-1,2-bis(octaethyl-5-porphyrinyl)ethylene has been carried out and their transformation into the corresponding trans isomers has been investigated under various conditions. The crystal and molecular structure of the Ni complex of trans-1,2-bis(octaethyl-5-porphyrinyl)ethylene was determined by x-ray structural analysis. It was shown that the Zn and Ni complexes of the cis isomer were readily converted into the trans isomers in chloroform. A stepwise introduction of Ni atoms into the trans dimer was discovered on heating it with Ni(OAc)2 in DMF. The conversion of the Zn complex of the cis dimer into the trans dimer was facilitated on adding pyridine.
Similar content being viewed by others
References
G. V. Ponomarev, A. M. Shul'ga, and B. V. Rozynov, Zh. Geterotsikl. Soedin., No. 2, 180 (1993).
J. E. McMurry, Chem. Rev., 89, 1513 (1989).
M. G. H. Vicente and K. M. Smith, J. Org. Chem., 56, 4407 (1991).
M. O. Senge, K. R. Gerzevske, M. G. H. Vicente, T. P. Forsyth, and K. M. Smith, Angew. Chem. Intern. Ed. Engl., 32, 750 (1993).
Z. I. Zhilina, Yu. V. Ishkov, I. S. Voloshanovskii, S. A. Andronati, and S. V. Fel'dman, Zh. Org. Khim., 25, 2444 (1989).
Yu. V. Ishkov, Z. I. Zhilina, I. S. Voloshanovskii, and S. A. Andronati, Dokl. Akad. Nauk SSSR, 303, 377 (1988).
G. V. Ponomarev and A. M. Shul'ga, Khim. Geterotsikl. Soedin., No. 2, 278 (1986).
G. V. Ponomarev, V. V. Borovkov, K. Sugiura, Y. Sakata, and A. M. Shul'ga, Tetrahedron Lett., 34, 2153 (1993).
R. Kitagawa, Y. Kai, G. V. Ponomarev, K. Sugiura, V. V. Borovkov, T. Kaneda, and Y. Sakata, Chem. Lett., No. 6, 1071 (1993).
P. B. Hitchcock, J. Chem. Soc., Dalton Trans., No. 9, 2127 (1983).
A. M. Shul'ga and G. V. Ponomarev, Khim. Geterotsikl. Soedin., No. 3, 339 (1988).
Author information
Authors and Affiliations
Additional information
For Communication 26 see [1].
Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1339–1344, October, 1993.
The author is sincerely grateful to Professor Y. Sakata for making this investigation possible, to Professor Y. Kai for the XSA of complex (Ib), to Dr. Y. Takai for plotting the PMR spectra, and to Professor K. M. Smith for his interest in the work.
Rights and permissions
About this article
Cite this article
Ponomarev, G.V. Porphyrins 27. Synthesis of metal complexes of cis-1,2-bis(octaethyl-5-porphyrinyl)ethylene and their transformation into the trans isomers. Chem Heterocycl Compd 29, 1147–1151 (1993). https://doi.org/10.1007/BF00538058
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF00538058