Abstract
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.
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References
B. J. Baker, E. K. Kosmidis, D. Vucinic, Cellular and Molecular Neurobiology, 2005, 25, 245.
B. J. Baker, H. Mutoh, D. Dimitrov, Brain Cell Biology, 2008, 36, 53.
S. C. Burdette, S. J. Lippard, Coord. Chem. Rev., 2001, 216–217, 333.
E. L. Que, D. W. Domaile, C. J. Chang, Chem. Rev., 2008, 108, 1517.
E. M. Nolan, S. J. Lippard, Acc. Chem. Res., 2009, 42, 193.
X. Zhang, D. Hayes, S. J. Smith, J. Am. Chem. Soc., 2008, 130, 15788.
C. J. Chang, E. M. Nolan, J. Jaworski, Inorg. Chem., 2004, 43, 6774.
Yu. A. Ovchinnikov, V. T. Ivanov, A. M. Shkrob, Membranoaktivnye kompleksony [Memrane-Active Complexones], Nauka, Moscow, 1974 (in Russian).
M. Hiraoka, Crown Compounds. Their characteristics and applications, Elsevier, Amsterdam, 1982.
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).
A. Yu. Tsivadze, Usp. Khim., 2004, 73, 1 [Russ. Chem. Rev. (Engl. Transl.), 2004, 73].
V. Thanabal, V. Krishnan, Inorg. Chem., 1982, 21, 3606.
V. Thanabal, V. Krishnan, J. Am. Chem. Soc., 1982, 104, 3643.
Yu. Korovin, Z. Zhilina, N. Rusakova, J. Porphyrins Phthalocyanines, 2001, 5, 481.
T. K. Chandrashekar, H. Willigen, M. H. Ebersole, J. Phys. Chem., 1985, 89, 3453.
A. Harriman, J. Chem. Soc., Faraday Trans. 2, 1981, 77, 1281.
A. Harriman, J. Chem. Soc., Faraday Trans. 1, 1980, 76, 1978.
I. A. Blinova, V. V. Vasil’ev, G. A. Shagisultanova, Zh. Fiz. Khim., 1994, 68, 841 [Russ. J. Phys. Chem. (Engl. Transl.), 1994, 68].
T. Gradyushko, M. P. Tsvirko, Optika i spektroskopiya [Optics and Spectroscopy], 1971, 21, 548 (in Russian).
A. Yu. Chernyad’ev, Yu. A. Plachev, A. Yu. Tsivadze, Khim. Vys. Energ., 2010, 44, 183 [High Energy Chemistry (Engl. Transl.), 2010, 44].
O. V. Stuzhina, T. N. Lomova, Zh. Fiz. Khim., 2008, 82, 216 [Russ. J. Phys. Chem. (Engl. Transl.), 2008, 82].
J. S. Lindsey, J. N. Woodford, Inorg. Chem., 1995, 34, 1063.
C. Parker, Photoluminescence of solutions, Elsevier, Amsterdam, 1968.
A. Yu. Chernyad’ev, N. M. Logacheva, A. Yu. Tsivadze, Zh. Neorg. Khim., 2006, 51, 788 [Russ. J. Inorg. Chem. (Engl. Transl.), 2006, 51].
S. Richeter, J. Thion, Inorg. Chem., 2006, 45, 10049.
J. Lakowicz, Principles of Fluorescence Spectroscopy, Plenum Press, New York, 1983.
A. Gordon, R. Ford, A Handbook of Practical Data, John Wiley and Sons, New York, 1972.
A. Yu. Chernyad’ev, N. M. Logacheva, A. Yu. Tsivadze, Zh. Neorg. Khim., 2005, 50, 615 [Russ. J. Inorg. Chem. (Engl. Transl.), 2005, 50].
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Dedicated to Academician of the Russian Academy of Sciences O. M. Nefedov on the occasion of his 80th birthday.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2209–2215, November, 2011.
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Tsivadze, A.Y., Chernyad’ev, A.Y. & Plachev, Y.A. New crown-substituted aluminum(iii) porphyrinate as an advanced fluorescent sensor to potassium cations in aqueous media. Russ Chem Bull 60, 2251–2257 (2011). https://doi.org/10.1007/s11172-011-0344-z
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DOI: https://doi.org/10.1007/s11172-011-0344-z