Abstract
A new form of MP...H +solv metalloporphyrins is found and studied in the strong acid medium, the conditions of its formation and the qualitative reaction of its determination are established. It is shown that the same form has the H4TPP2+ dication (TPP is the 5,10,15,20-tetraphenyl-21H,23H-porphyrine dianion). The stability in different acid media and in the isolated state, spectral properties and the structure of H+-associates of porphyrins are analyzed in detail by UV-visible and 1H NMR spectroscopy and quantum chemical calculations. It is shown that they have a unique two-band visible electronic spectrum with the bands near 540 nm and 700 nm, which weakly depend on the type of the central atom in the complex and noticeably change when the chromophore is functionally substituted. The proton location the ion-molecular associate and the cases of the formation of H+-associates with higher stoichiometry are revealed.
Similar content being viewed by others
References
P. A. Stuzhin, J. Porphyrins Phthalocyanines, 7, No. 12, 813 (2003).
B. D. Berezin and V. G. Andrianov, Izv. Vyssh. Uchebn. Zveden., Ser. Khim. Tekhnol., 20, No. 6, 807 (1977).
V. G. Andrianov, O. V. Malkova, and B. D. Berezin, in: Advances in Chemistry of Porphyrins [in Russian], O. A. Golubchikov (ed.), 3, Izd. NII Khimii SPbGU, St. Petersburg (2001) p. 107.
H. R. Jimenez, M. Jolve, and J. Faus, J. Chem. Soc., Dalton Trans.: Inorg. Chem., 19991, No. 8, 1945 (1972–1999).
P. A. Stuzhin, A. A. Gaberkorn, O. V. Molodkina, and I. Pimkov, Abstr. of 2nd Internat. Conf. on Porphyrins and Phthalocyanines ICPP-2, P-78, 326, Kyoto, (2002).
E. E. Suslova and T. N. Lomova, Rus. J. Coordinats. Chem., 32, No. 3, 155 (2006).
T. N. Lomova and T. N. Sokolova, in: Advances in Chemistry of Porphyrins [in Russian], O. A. Golubchikov (ed.), Izd. NII Khimii SPbGU, 2, St. Petersburg (1999), p. 167.
T. N. Sokolova, E. E. Suslova, T. N. Lomova, S. V. Zaitseva, and S. A. Zdanovich, Rus. J. Inorg. Chem., 47, No. 9, 1333 (2002).
K. Schweiger, H. Hükstädt, and H. Homborg, Z. Naturforsch., B54, 963 (1999).
C.-H. Tsai, J.-Y. Tung, J.-H. Chen, F.-L. Liao, S.-L. Wang, S.-S. Wang, L.-P. Hwang, and C.-B. Chen, Polyhedron, 19, 633 (2000).
L. Jaguinod, R. G. Khoyri, and K. M. Smith, Chem. Commun., 1261 (1998).
N. N. Kruk, A. S. Staruchin, N. Zh. Mamardashvili, V. B. Sheinin, and Yu. B. Ivanova, J. Appl. Spectroscopy, 74, No. 6, 831 (2007).
T. N. Lomova, E. G. Mozhzhukhina, L. P. Shormanova, and B. D. Berezin, Zh. Obshch. Khim., 59, 2317 (1989).
V. V. Morozov, Synthesis and Physicochemical Study of Tetraphenylporphyrin Sulfo Derivatives [in Russian], Diss. ... Cand. of Chem. Sc., Institute of Chemical Technology, Ivanovo (1983).
T. N. Lomova, in: Advances in Chemistry of Porphyrins [in Russian], O. A. Golubchikov (ed.), Izd. NII Khimii SPbGU, 3, St. Petersburg (2001), p. 233.
T. N. Lomova and B. D. Berezin, Koordinats. Khim., 19, 171 (1993).
T. N. Lomova, E. G. Mozhzhukhina, and B. D. Berezin, Zh. Neorg. Khim., 38. No. 9, 1552 (1993).
T. N. Lomova and E. G. Mozhzhukhina, Zh. Neorg. Khim., 42, No. 10, 1691 (1997).
T. N. Lomova, E. Yu. Tyulyaeva, and E. G. Mozhzhuhina, Russ. J. Coord. Chem., 29, No. 8, 564 (2003).
T. N. Lomova and E. G. Mozhzhukhina, Russ. J. Inorg. Chem., 57, No. 2, 197 (2012).
T. N. Lomova, E. Yu. Tyulyaeva, and L. G. Andrianova, Russ. J. Inorg. Chem., 46, No. 3, 371 (2001).
T. N. Lomova and E. Yu. Tyulyaeva, Russ. J. Coord. Chem., 27, No. 6, 433 (2001).
A. S. Semeikin, Proc. of the 29th Russ. Workshop on Chemistry of Porphyrins and Their Analogs [in Russian], Ivanovo (2006).
J. W. Buchler and C. Dreher, Z. Naturforsch., 39b, 222 (1982).
P. A. Stuzhin, E. V. Fedotova, N. V. Repina, and M. E. Klyueva, Rus. J. Phys. Chem. A, 78, No. 6, 864 (2004).
J. J. P. Stewart, J. Comput. Chem., 10, 209 (1989).
R. Fletcher, Methods of Optimization, John Wiley & Sons, New York (1980).
J. J. P. Stewart, J. Computer-Aided Molecular Desing, 4, 1 (1990).
W. P. Anderson, W. D. Edwards, and M. C. Zerner, Inorg. Chem., 25(16), 2728 (1986).
J. Mack and M. J. Stillman, J. Porphyrins Phthalocyanines, 5, No. 1, 67 (2001).
R. P. Bell, The Proton in Chemistry, Chapman and Hall, London (1973).
J. S. Dewar and K. M. Dieter, J. Am. Chem. Soc., 108, 8075 (1986).
Author information
Authors and Affiliations
Corresponding author
Additional information
Original Russian Text © 2014 T. N. Lomova, M. E. Klyueva, E. G. Mozhzhukhina, E. Yu. Tyulyaeva, N. G. Bichan, S. V. Zaitseva, S. A. Zdanovich.
__________
Translated from Zhurnal Strukturnoi Khimii, Vol. 55, No. 1, pp. 186–197, January–February, 2014.
Rights and permissions
About this article
Cite this article
Lomova, T.N., Klyueva, M.E., Mozhzhukhina, E.G. et al. Ion-molecular interactions in the metalloporphyrin-acid system in liquid solutions. J Struct Chem 55, 180–190 (2014). https://doi.org/10.1134/S0022476614010314
Received:
Published:
Issue Date:
DOI: https://doi.org/10.1134/S0022476614010314