Skip to main content
SpringerLink
Log in

Unsymmetrical azaporphyrins. Synthesis, structure, and properties

  • Published:
Russian Journal of General Chemistry Aims and scope Submit manuscript

Abstract

Given are data on the synthesis and spectral and other physicochemical properties of unsymmetrically substituted azaporphyrins containing peripheral fused benzene and sulfur- or nitrogen-containing rings or phenyl substituents.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

REFERENCES

  1. Moser, F.H. and Thomas, A.L., The Phthalocyanines, Boca Raton: CRC, 1983, vols. 1, 2.

    Google Scholar 

  2. The Phthalocyanines: Properties and Applications, Leznoff, C.C. and Lever, A.B.P., Eds., New York: VCH, 1996, vol. 4.

    Google Scholar 

  3. De la Torre, G., Vazquez, P., Adullo-Lopez, F., and Torres, T., J. Mater. Chem., 1998, vol. 8, no.8, p. 1671.

    Google Scholar 

  4. McKeown, N.B., Cook, M.J., Thomson, A.J., Harrison, K.J., Daniel, M.F., Richardson, R.M., and Roser, S.J., Thin Solid Films, 1988, vol. 159, p. 469.

    Google Scholar 

  5. Palasin, S., Lesieur, P., Stefanelli, I., and Roser, S.J., Thin Solid Films, 1988, vol. 159, p. 83.

    Google Scholar 

  6. Piechocki, C. and Simon, J., J. Chem. Soc., Chem. Commun., 1985, no. 5, p. 259.

  7. Lawrence, D.S. and Whitten, D.G., Photochem. Photobiol., 1996, vol. 64, no.6, p. 923.

    Google Scholar 

  8. Linben, T.G. and Hanack, M., Chem. Ber., 1994, vol. 127, no.10, p. 2051.

    Google Scholar 

  9. Ikeda, Y., Konami, H., Hatano, M., and Mochizuki, K., Chem. Lett., 1992, no. 5, p. 763.

  10. Leznoff, C.C., McArthur, C.R., and Qin, Y.N., Can. J. Chem., 1993, vol. 71, no.9, p. 1319.

    Google Scholar 

  11. Albert, B., Kuppelmaier, H., and Wagenblast, G., FRG Patent Appl. no. 3 711 762, 1987; Ref. Zh., Khim., 1989, no. 12 N235 P.

  12. Rajic, N.Z. and Stojakovic, D.R., J. Serb. Chem. Soc., 1989, vol. 54, no.3, p. 141.

    Google Scholar 

  13. Kobayashi, N., Ashida, T., and Osa, T., Chem. Lett., 1992, no. 10, p. 2031.

  14. Kobayashi, N., Ashida, T., Hiroja, K., and Osa, T., Chem. Lett., 1992, no. 8, p. 1567.

  15. Kobayashi, N., Ashida, T., Osa, T., and Konami, H., Inorg. Chem., 1994, vol. 33, no.9, p. 1735.

    Google Scholar 

  16. Subbotin, N.B., Nemykin, V.N., and Voloshin, V.S., Mendeleev Commun., 1993, no. 5, p. 12.

  17. Nemykin, V.N., Subbotin, N.B., Kostromina, N.A., Volkov, S.V., and Luk’‘yanets, E.A., Zh. Neorg. Khim., 1995, vol. 40, no.7, p. 1183.

    Google Scholar 

  18. Leznoff, C.C., Greenberg, S., Knouw, B., and Lever, A.B.P., Can. J. Chem., 1987, vol. 65, no.8, p. 1705.

    Google Scholar 

  19. Young, J.G. and Onyebuagu, W., J. Org. Chem., 1990, vol. 55, no.2, p. 2155.

    Google Scholar 

  20. Sastre, A., Del Rey, B., and Torres, T., J. Org. Chem., 1996, vol. 61, no.24, p. 8591.

    Google Scholar 

  21. Ando, M. and Mori, M., JPN Patent Appl. no. 63-159 949, 1988; Ref. Zh., Khim., 1991, no 2 N 210 P.

  22. Kasuga, K., Idehara, T., Handa, M., and Isa, K., Inorg. Chim. Acta, 1992, vol. 196, no.2, p. 127.

    Google Scholar 

  23. Kobayashi, N., Kondo, R., Nakajima, S., and Osa, T., J. Am. Chem. Soc., 1990, vol. 112, p. 9640.

    Google Scholar 

  24. Sastre, A., Torres, T., and Hanack, M., Tetrahedron Lett., 1995, vol. 36, no.46, p. 8501.

    Google Scholar 

  25. Kulinich, V.P., Maizlish, V.E., Shaposhnikov, G.P., Doroshina, O.V., and Smirnov, R.P., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 1993, vol. 36, no.3, p. 37.

    Google Scholar 

  26. Maizlish, V.E., Kolesnikova, E.E., Kulinich, V.P., Sokolovskaya, E.E., Shaposhnikov, G.P., and Smirnov, R.P., Koord. Khim., 1994, vol. 20, no.10, p. 766.

    Google Scholar 

  27. Maizlish, V.E., Kulinich, V.P., Shaposhnikov, G.P., Doroshina, O.V., Sokolovskaya, E.E., and Smirnov, R.P., Koord. Khim., 1995, vol. 21, no.2, p. 149.

    Google Scholar 

  28. Maizlish, V.E., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 1998, vol. 41, no.2, p. 71.

    Google Scholar 

  29. Maizlish, V.E., Kulinich, V.P., Kolesnikova, E.E., Sokolovskaya, E.E., Shaposhnikov, G.P., and Smirnov, G.P., Russian Patent no. 2 093 515, 1993; Byull. Izobret., 1997, no. 29.

  30. Kulinich, V.P., Nikulina, T.A., Maizlish, V.E., Shaposhnikov, G.P., Sokolovskaya, E.E., and Smirnov, R.P., Russ. J. Gen. Chem., 1994, vol. 64, no.4, p. 594.

    Google Scholar 

  31. Kulinich, V.P., Shaposhnikov, G.P., Maizlish, V.E., Nikulina, T.A., and Smirnov, R.P., Koord. Khim., 1996, vol. 22, no.6, p. 502.

    Google Scholar 

  32. Kulinich, V.P., Shaposhnikov, G.P., Maizlish, V.E., and Smirnov, R.P., Russ. J. Gen. Chem., 1996, vol. 66, no.9, p. 1518.

    Google Scholar 

  33. Maizlish, V.E., Kulinich, V.P., Shishkina, O.V., Doroshina, O.A., Shaposhnikov, G.P., and Smirnov, R.P., Russ. J. Gen. Chem., 1997, vol. 67, no.5, p. 850.

    Google Scholar 

  34. Maizlish, V.E., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russian Patent no. 2 134 268, 1995; Byull. Izobret., 1999, no. 22.

  35. Kulinich, V.P., Nikulina, T.A., Maizlish, V.E., Shaposhnikov, G.P., and Smirnov, R.P., Russian Patent no. 2 122 547, 1994; Byull. Izobret., 1998, no. 33.

  36. Maizlish, V.E., Kulinich, V.P., Shaposhnikov, G.P., Smirnov, R.P., and Sokolovskaya, E.E., Russian Patent no. 2 064 928, 1993; Byull. Izobret., 1996, no. 22.

  37. Maizlish, V.E., Kulinich, V.P., Shaposhnikov, G.P., Kolesnikova, E.E., Doroshina, O.A., and Smirnov, R.P., Russian Patent no. 2 074 180, 1993; Byull. Izobret., 1997, no. 6.

  38. Vollmann, H., The Chemistry of Synthetic Dyes, Venkataraman, K., Ed., New York: Academic, 1971, vol. 5. Translated under the title Khimiya sinteticheskikh krasitelei, Leningrad: Khimiya, 1977, vol. 5, p. 268.

    Google Scholar 

  39. Sidorov, A.N. and Kotlyar, I.P., Opt. Spektrosk., 1961, vol. 11, no.2, p. 175.

    Google Scholar 

  40. Elektronnye spektry ftalotsianinov i rodstvennykh soedinenii: Katalog (Electronic Spectra of Phthalocyanines and Related Compounds. Catalog), Luk’‘yanets, E.A., Ed., Cherkassy: NIITEKhim, 1989.

    Google Scholar 

  41. Negrimovskii, V.M., Cand. Sci. (Chem.) Dissertation, Moscow, 1994.

  42. Maizlish, V.E., Shaposhnikov, G.P., Snegireva, F.P., Mochalova, N.L., and Smirnov, R.P., Izv. Vyssh. Uchebn. Zaved., Ser. Khim. Khim. Tekhnol., 1988, vol. 31, no.5, p. 42.

    Google Scholar 

  43. Berezin, B.D., Koordinatsionnye soedineniya porfirinov i ftalotsianina (Coordination Compounds of Porphyrins and Phthalocyanine), Moscow: Nauka, 1978.

    Google Scholar 

  44. Sidorov, A.N. and Akopov, A.S., Koord. Khim., 1987, vol. 13, no.10, p. 1318.

    Google Scholar 

  45. Korzhenevskii, A.B., Cand. Sci. (Chem.) Dissertation, Ivanovo, 1977.

  46. Bykova, V.V., Cand. Sci. (Chem.) Dissertation, Ivanovo, 1981.

  47. Porfiriny: struktura, svoistva, sintez (Porphyrins: Structure, Properties, and Synthesis), Enikolopyan, N.S., Ed., Moscow: Nauka, 1985.

    Google Scholar 

  48. Vasil’ev, S.I., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russian Patent no. 2 139 289, 1997; Byull. Izobret., 1999, no. 28.

  49. Vasil’ev, S.I., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russ. J. Gen. Chem., 1998, vol. 68, no.8, p. 1264.

    Google Scholar 

  50. Bartlett, R.K., Renny, Z.V., and Chann, K.K., J. Chem. Soc., 1969, no. 1, p. 129.

  51. Vasil’ev, S.I., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russ. J. Gen. Chem., 1999, vol. 69, no.2, p 314.

    Google Scholar 

  52. Kulinich, V.P. and Shaposhnikov, G.P., Russ. J. Gen. Chem., 2001, vol. 71, no.10, p. 1632.

    Google Scholar 

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

    Google Scholar 

  54. Bauman, F., Bienert, B., and Rosch, G., Angew. Chem., 1956, vol. 68, no.4, p. 133.

    Google Scholar 

  55. Vasil’ev, S.I., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russ. J. Gen. Chem., 1999, vol. 69, no.12, p. 1956.

    Google Scholar 

  56. Wolf, W., Degener, E., and Petersen, S., Angew. Chem., 1960, vol. 72, no.24, p. 963.

    Google Scholar 

  57. Shaposhnikov, G.P., Kulinich, V.P., Osipov, Yu.M., and Smirnov, R.P., Khim. Geterotsikl. Soedin., 1986, no. 5, p. 603.

  58. Shaposhnikov, G.P., Kulinich, V.P., Osipov, Yu.M., and Smirnov, R.P., Khim. Geterotsikl. Soedin., 1986, no. 9, p. 1276.

  59. Khelevina, O.G., Chizhova, N.V., and Berezin, B.D., Russ. J. Org. Chem., 1998, vol. 34, no.5, p. 607.

    Google Scholar 

  60. Vasil’ev, S.I., Kulinich, V.P., Shaposhnikov, G.P., and Smirnov, R.P., Russ. J. Gen. Chem., 2000, vol. 70, no.2, p. 304.

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Ivanovo State University of Chemical Engineering, Ivanovo, Russia

    V. E. Maizlish, V. P. Kulinich & G. P. Shaposhnikov

Authors
  1. V. E. Maizlish
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. P. Kulinich
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. G. P. Shaposhnikov
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

Translated from Zhurnal Obshchei Khimii, Vol. 74, No. 11, 2004, pp. 1912–1928.

Original Russian Text Copyright © 2004 by Maizlish, Kulinich, Shaposhnikov.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Maizlish, V.E., Kulinich, V.P. & Shaposhnikov, G.P. Unsymmetrical azaporphyrins. Synthesis, structure, and properties. Russ J Gen Chem 74, 1801–1817 (2004). https://doi.org/10.1007/s11176-005-0101-9

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11176-005-0101-9

Keywords

Search

Navigation