Russian Chemical Bulletin

, Volume 60, Issue 11, pp 2251–2257 | Cite as

New crown-substituted aluminum(iii) porphyrinate as an advanced fluorescent sensor to potassium cations in aqueous media

  • A. Yu. Tsivadze
  • A. Yu. Chernyad’ev
  • Yu. A. Plachev
Full Articles


Aluminum(iii) and magnesium(ii) porphyrinates were synthesized starting from free base meso-tetra(benzo-15-crown-5)porphine (H2TCP), AlCl3, and Et2O·MgBr2. The structures of the compounds obtained were determined by NMR spectroscopy, electronic absorption spectroscopy (EAS), and MALDI TOF mass spectrometry. A comparative analysis of the fluorescence properties of MgTCP, Al(OH)TCP, and H2TCP and of stabilities of the metal porphyrinates in an aqueous solution in a wide pH range was carried out. The receptor properties of aluminum(iii) porphyrinate to potassium cations in an aqueous solution were examined by the changes in the EAS and fluorescence spectra.

Key words

luminescent sensors to metal cations crown ethers porphyrins transition metal porphyrinates magnesium porphyrinates aluminum porphyrinates luminescence fluorescence quenching of fluorescence 


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  1. 1.
    B. J. Baker, E. K. Kosmidis, D. Vucinic, Cellular and Molecular Neurobiology, 2005, 25, 245.CrossRefGoogle Scholar
  2. 2.
    B. J. Baker, H. Mutoh, D. Dimitrov, Brain Cell Biology, 2008, 36, 53.CrossRefGoogle Scholar
  3. 3.
    S. C. Burdette, S. J. Lippard, Coord. Chem. Rev., 2001, 216–217, 333.CrossRefGoogle Scholar
  4. 4.
    E. L. Que, D. W. Domaile, C. J. Chang, Chem. Rev., 2008, 108, 1517.CrossRefGoogle Scholar
  5. 5.
    E. M. Nolan, S. J. Lippard, Acc. Chem. Res., 2009, 42, 193.CrossRefGoogle Scholar
  6. 6.
    X. Zhang, D. Hayes, S. J. Smith, J. Am. Chem. Soc., 2008, 130, 15788.CrossRefGoogle Scholar
  7. 7.
    C. J. Chang, E. M. Nolan, J. Jaworski, Inorg. Chem., 2004, 43, 6774.CrossRefGoogle Scholar
  8. 8.
    Yu. A. Ovchinnikov, V. T. Ivanov, A. M. Shkrob, Membranoaktivnye kompleksony [Memrane-Active Complexones], Nauka, Moscow, 1974 (in Russian).Google Scholar
  9. 9.
    M. Hiraoka, Crown Compounds. Their characteristics and applications, Elsevier, Amsterdam, 1982.Google Scholar
  10. 10.
    A. Yu. Tsivadze, A. A. Varnek, V. E. Khutorskii, Koordinatsionnye soedineniya metallov s kraun-ligandami [Coordination Compounds of Metals with Crown Ethers], Nauka, Moscow, 1991, 397 pp. (in Russian).Google Scholar
  11. 11.
    A. Yu. Tsivadze, Usp. Khim., 2004, 73, 1 [Russ. Chem. Rev. (Engl. Transl.), 2004, 73].CrossRefGoogle Scholar
  12. 12.
    V. Thanabal, V. Krishnan, Inorg. Chem., 1982, 21, 3606.CrossRefGoogle Scholar
  13. 13.
    V. Thanabal, V. Krishnan, J. Am. Chem. Soc., 1982, 104, 3643.CrossRefGoogle Scholar
  14. 14.
    Yu. Korovin, Z. Zhilina, N. Rusakova, J. Porphyrins Phthalocyanines, 2001, 5, 481.CrossRefGoogle Scholar
  15. 15.
    T. K. Chandrashekar, H. Willigen, M. H. Ebersole, J. Phys. Chem., 1985, 89, 3453.CrossRefGoogle Scholar
  16. 16.
    A. Harriman, J. Chem. Soc., Faraday Trans. 2, 1981, 77, 1281.CrossRefGoogle Scholar
  17. 17.
    A. Harriman, J. Chem. Soc., Faraday Trans. 1, 1980, 76, 1978.CrossRefGoogle Scholar
  18. 18.
    I. A. Blinova, V. V. Vasil’ev, G. A. Shagisultanova, Zh. Fiz. Khim., 1994, 68, 841 [Russ. J. Phys. Chem. (Engl. Transl.), 1994, 68].Google Scholar
  19. 19.
    T. Gradyushko, M. P. Tsvirko, Optika i spektroskopiya [Optics and Spectroscopy], 1971, 21, 548 (in Russian).Google Scholar
  20. 20.
    A. Yu. Chernyad’ev, Yu. A. Plachev, A. Yu. Tsivadze, Khim. Vys. Energ., 2010, 44, 183 [High Energy Chemistry (Engl. Transl.), 2010, 44].Google Scholar
  21. 21.
    O. V. Stuzhina, T. N. Lomova, Zh. Fiz. Khim., 2008, 82, 216 [Russ. J. Phys. Chem. (Engl. Transl.), 2008, 82].Google Scholar
  22. 22.
    J. S. Lindsey, J. N. Woodford, Inorg. Chem., 1995, 34, 1063.CrossRefGoogle Scholar
  23. 23.
    C. Parker, Photoluminescence of solutions, Elsevier, Amsterdam, 1968.Google Scholar
  24. 24.
    A. Yu. Chernyad’ev, N. M. Logacheva, A. Yu. Tsivadze, Zh. Neorg. Khim., 2006, 51, 788 [Russ. J. Inorg. Chem. (Engl. Transl.), 2006, 51].Google Scholar
  25. 25.
    S. Richeter, J. Thion, Inorg. Chem., 2006, 45, 10049.CrossRefGoogle Scholar
  26. 26.
    J. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, 1983.CrossRefGoogle Scholar
  27. 27.
    A. Gordon, R. Ford, A Handbook of Practical Data, John Wiley and Sons, New York, 1972.Google Scholar
  28. 28.
    A. Yu. Chernyad’ev, N. M. Logacheva, A. Yu. Tsivadze, Zh. Neorg. Khim., 2005, 50, 615 [Russ. J. Inorg. Chem. (Engl. Transl.), 2005, 50].Google Scholar

Copyright information

© Springer-Verlag 2011

Authors and Affiliations

  • A. Yu. Tsivadze
    • 1
  • A. Yu. Chernyad’ev
    • 1
  • Yu. A. Plachev
    • 1
  1. 1.A. N. Frumkin Institute of Physical Chemistry and ElectrochemistryRussian Academy of SciencesMoscowRussian

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