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Extra Coordination of Zn-Tetraphenylporphine with Pyridine, Quinoline, and Acridine N-Oxides

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Abstract

The log K values of zinc tetraphenylporphine (Zn-TPhP) complexes with pyridine, quinoline, and acridine N-oxides and with their nonoxidized analogs, as well as the positions of absorption maxima of the complexes with respect to Zn-TPhP linearly depend on the \(pK_{BH^ + }\) of the ligands in water (methanol, acetonitrile, nitromethane, and acetone) and on Hammett σ constants in the absence of steric effects.

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REFERENCES

  1. Berezin, B.D. and Enikolopyan, N.S., Metalloporfiriny (Metal Porphyrins), Moscow: Nauka, 1988.

    Google Scholar 

  2. Porfiriny: struktura, svoistva, sintez (Porphyrins: Structure, Properties, and Synthesis), Enikolopyan, N.S., Ed., Moscow: Nauka, 1987.

    Google Scholar 

  3. Uspekhi Khimii Porfirinov (Advances in Porphyrin Chemistry), Golubchikov, O.A., Ed., St. Peterburg: Nauchno-Issled. Inst. Khimii S.-Peterb. Gos. Univ., 1997, vol. 1.

    Google Scholar 

  4. Egan, T.J., Hunter, R., Kashula, C.H., Marques, H.M., Misplon, A., and Walden, J., J. Med. Chem., 2000, vol. 43, no.2, p. 283.

    Article  CAS  Google Scholar 

  5. Antina, E.V., Lebedeva, N.Sh., and V'yugin, A.I., Koord. Khim., 2001, vol. 27, no.10, p. 784.

    Google Scholar 

  6. Mashiko, T., Kastner, M.E., Spartalian, K., Scheidt, W.R., and Read, C.A., J. Am. Chem. Soc., 1978, vol. 100, no.20, p. 6354.

    Article  CAS  Google Scholar 

  7. Hill, C.L. and Williamson, M.M., Inorg. Chem., 1985, vol. 24, no.19, p. 3024.

    Article  CAS  Google Scholar 

  8. Byrn, M.P., Curtis, C.J., Hsiou, Yu., Khan, S.I., Sawin, P.A., Tendick, S.K., Terzis, A., and Strouse, C.E., J. Am. Chem. Soc., 1993, vol. 115, no.21, p. 9480.

    Article  CAS  Google Scholar 

  9. Regulyatory rostu roslin u zemlerobstvi: Zbirnik naukovykh prats (Plant Growth Regulators in Agriculture: Collection of Scientific Works), Shevchenko, A.O., Ed., Kiev: Agroresursy, 1998.

    Google Scholar 

  10. Albini, A. and Pietra, S., Heterocyclic N-oxides, Boca Raton: CRC, 1991.

    Google Scholar 

  11. Takekawa, K., Kitamura, S., Sugihara, K., and Ohta, S., Xenobiotica, 2001, vol. 31, no.1, p. 11.

    CAS  Google Scholar 

  12. Dowson, R.M.C., Elliott, C., Elliott, W.H., and Jones, K.M., Data for Biochemical Reasearch, Oxford: Univ. Press, 1986.

    Google Scholar 

  13. Ryzhakov, A.V., Andreev, V.P., and Rodina, L.L., Heterocycles, 2003, vol. 60, no.2, p. 419.

    CAS  Google Scholar 

  14. Ivashevskaja, S.N., Aleshina, L.A., Andreev, V.P., Nizhnik, Y.P., Chernyshev, V.V., and Schenk, H., Acta Crystallogr., Sect. C, 2002, vol. 58, no.5, p. 300.

    Article  CAS  Google Scholar 

  15. Andreev, V.P., Nizhnik, Ya.P., Tunina, S.G., and Belashev, B.Z., Khim. Geterotsikl. Soedin., 2002, no. 5, p. 634.

  16. Lebedeva, N.Sh., Mikhailovskii, K.V., and V'yugin, A.I., Koord. Khim., 2001, vol. 27, no.10, p. 795.

    Google Scholar 

  17. Becker, H., Einfurung in die Elektronentheorie organish-chemischer Reactionen, Berlin: Wissenschaften, 1964.

    Google Scholar 

  18. Garvey, R.G., Nelson, J.H., and Ragsdale, R.O., Coord. Chem. Rev., 1968, no. 3, p. 375.

  19. Chmurzynski, L., Wawrzyniak, G., and Warnke, Z., J. Heterocycl. Chem., 1997, vol. 34, no.1, p. 215.

    Article  CAS  Google Scholar 

  20. Rybachenko, V.I., Chotii, K.Yu., Kovalenko, V.V., and Shreder, G., Zh. Obshch. Khim., 2001, vol. 71, no.5, p. 839.

    Google Scholar 

  21. Dega-Szafran, Z., Grundwald-Wyspianska, M., Kania, A., Kosturkiewicz, Z., Tykarska, E., and Szafran, M., J. Mol. Struct., 1995, vol. 356, no.3, p. 169.

    Article  CAS  Google Scholar 

  22. Kirksey, C.H. and Hambright, P., Inorg. Chem., 1970, vol. 9, no.4, p. 958.

    Article  CAS  Google Scholar 

  23. Pal'm, V.A., Osnovy kolichestvennoi teorii organicheskikh reaktsii (Principles of Quantitative Theory of Organic Reactions), Leningrad: Khimiya, 1977.

    Google Scholar 

  24. Prezhdo, V.V., Vashchenko, E.V., Prezhdo, O.V., Pushko, A., and Lorents, Ya., Zh. Obshch. Khim., 1997, vol. 67, no.6, p. 1009.

    Google Scholar 

  25. Shreder, G., Rybachenko, V.I., Chotii, K.Yu., Kovalenko, V.V., Grebenyuk, L.V., Lenska, B., and Eitner, K., Zh. Obshch. Khim., 2003, vol. 73, no.3, p. 486.

    Google Scholar 

  26. Katritzky, A.R., Short, D.L., and Boulton, A.J., J. Chem. Soc., 1960, no. 4, p. 1516.

  27. Andreev, V.P., Batotsyrenova, E.G., Ryzhakov, A.V., and Rodina, L.L., Khim. Geterotsikl. Soedin., 1998, no. 8, p. 1093.

  28. Lomov, T.N. and Berezin, B.D., Koord. Khim., 2001, vol. 27, no.2, p. 96.

    Google Scholar 

  29. Zaitseva, S.V., Zdanovich, S.A., Semeikin, A.S., and Golubchikov, O.A., Zh. Obshch. Khim., 2003, vol. 73, no.3, p. 499.

    Google Scholar 

  30. Ochiai, E., Aromatic Amine Oxides, New York: Elsevier, 1967.

    Google Scholar 

  31. Itai, T. and Kamiya, S., Chem. Pharm. Bull., 1961, vol. 9, no.2, p. 87.

    CAS  Google Scholar 

  32. Kamiya, S., Sueyoshi, S., Miyahara, M., Yanagimachi, K., and Nakashima, T., Chem. Pharm. Bull., 1980, vol. 28, no.5, p. 1485.

    CAS  Google Scholar 

  33. Acheson, R.M., Adcock, B., Glover, G.M., and Sutton, L.E., J. Chem. Soc., 1960, no. 8, p. 3367.

  34. Nizhnik, Ya.P. and Ryzhakov, A.V., Zh. Org. Khim., 1998, vol. 34, no.6, p. 958.

    Google Scholar 

  35. Rothemund, P. and Menotti, A.R., J. Am. Chem. Soc., 1948, vol. 70, no.5, p. 1808.

    Article  CAS  Google Scholar 

  36. Gordon, A.J. and Ford, R.A., The Chemist's Companion, New York: Wiley, 1972.

    Google Scholar 

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Authors and Affiliations

  1. Petrozavodsk State University, Petrozavodsk, Russia

    V. P. Andreev, Ya. P. Nizhnik & D. G. Bezruchko

  2. Forest Research Institute, Karelian Research Center, Russian Academy of Sciences, Petrozavodsk, Russia

    A. K. Morozov

Authors
  1. V. P. Andreev
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  2. Ya. P. Nizhnik
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  3. D. G. Bezruchko
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  4. A. K. Morozov
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__________

Translated from Zhurnal Obshchei Khimii, Vol. 75, No. 8, 2005, pp. 1379–1387.

Original Russian Text Copyright © 2005 by Andreev, Nizhnik, Bezruchko, Morozov.

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Andreev, V.P., Nizhnik, Y.P., Bezruchko, D.G. et al. Extra Coordination of Zn-Tetraphenylporphine with Pyridine, Quinoline, and Acridine N-Oxides. Russ J Gen Chem 75, 1309–1317 (2005). https://doi.org/10.1007/s11176-005-0416-6

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  • DOI: https://doi.org/10.1007/s11176-005-0416-6

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