Russian Journal of General Chemistry

, Volume 74, Issue 9, pp 1446–1450 | Cite as

Molecular recognition of α-amino acid esters with arylporphyrin zinc complexes

  • G. M. Mamardashvili
  • O. E. Storonkina
  • N. Zh. Mamardashvili


The recognition ability of 10 arylporphyrin zinc complexes with respect to glycine, α-alanine, and leucine methyl esters in toluene at 20°C was studied by spectrophotometric titration. The formation of amino acid-porphyrin associates, depending on the substitution pattern in the macroring, was examined by 1H NMR spectroscopy. The zinc complex with diarylporphyrin having hydroxy groups in the para positions of the benzene rings was found to be the best recognizing agent with respect to glycine methyl ester, while leucine methyl ester was recognized best by the complex with hydroxy groups in the ortho positions of the benzene rings.


Toluene Glycine Methyl Ester Benzene Ring Acid Ester 
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  1. 1.
    Mizutani, T., Ema, T., Yoshida, T., Kuroda, Y., and Ogoshi, H., Inorg. Chem., 1993, vol. 32, no.10, p. 2072.Google Scholar
  2. 2.
    Mizutani, T., Ema, T., Tomita, T., Kuroda, Y., and Ogoshi, H., J. Am. Chem. Soc., 1994, vol. 116, no.10, p. 4240.Google Scholar
  3. 3.
    Kuroda, Y. and Ogoshi, H., Synlett, 1994, no. 5, p. 319.Google Scholar
  4. 4.
    Ogoshi, H., Hatakeyama, H., Yamamura, K., and Kuroda, Y., Chem. Lett., 1990, no. 1, p. 51.Google Scholar
  5. 5.
    Ogoshi, H., Hatakeyama, H., Kotani, J., Kawashima, A., and Kuroda, Y., J. Am. Chem. Soc., 1991, vol. 113, no.21, p. 8181.Google Scholar
  6. 6.
    Kral, V. and Sessler, J.L., Tetrahedron, 1995, vol. 51, no.4, p. 539.Google Scholar
  7. 7.
    Arimori, S., Takeushi, M., and Shinkai, S., Supramol. Sci., 1998, vol. 5, nos.1–2, p. 1.Google Scholar
  8. 8.
    Rusin, O. and Kral, V., J. Chem. Soc., Chem. Commun., 1999, no. 20, p. 2367.Google Scholar
  9. 9.
    Bonar-Law, R.P., Mackay, L.G., and Sanders, K.M., J. Chem. Soc., Chem. Commun., 1993, no. 5, p. 456.Google Scholar
  10. 10.
    Berezin, B.D. and Enikolopyan, N.S., Metalloporphyriny (Metal Porphyrins), Moscow: Nauka, 1988.Google Scholar
  11. 11.
    Mamardashvili, N.Zh., Uvarova, M.I., and Dehaen, W., Abstracts of Papers, Vth Sigma-Aldrigh Organic Synthesis Meeting, Sol Cress Spa, Belgium, p. 45.Google Scholar
  12. 12.
    Mamardashvili, N.Zh., Semeikin, A.S., Golubchikov, O.A., and Berezin, B.D., Zh. Org. Khim., 1993, vol. 29, no.6, p. 1213.Google Scholar
  13. 13.
    Brenner, M. and Huber, W., Helv. Chim. Acta, 1953, vol. 36, no.8, p. 1109.Google Scholar

Copyright information

© MAIK “Nauka/Interperiodica” 2004

Authors and Affiliations

  • G. M. Mamardashvili
    • 1
    • 2
  • O. E. Storonkina
    • 1
    • 2
  • N. Zh. Mamardashvili
    • 1
    • 2
  1. 1.Institute of Solution ChemistryRussian Academy of SciencesIvanovoRussia
  2. 2.Ivanovo State UniversityIvanovoRussia

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