Russian Chemical Bulletin

, Volume 47, Issue 5, pp 1016–1020 | Cite as

Synthesis and spectral properties of mixedmeso-metallocenylporphyrins

  • N. M. Loim
  • N. V. Abramova
  • R. Z. Khaliullin
  • Yu. S. Lukashov
  • E. V. Vorontsov
  • V. I. Sokolov


A series of mixed porphyrins with different numbers of metallocenyl (ferrocenyl and cymantrenyl) and aryl (Ph and C6F5) groups at themeso-positions was obtained and characterized by1H NMR, electronic absorption, and mass spectra. The downfield shift of NH signals as well as the bathochromic shift ofQ-bands can be attributed to a distortion of the porphyrin macrocycle upon the introduction of bulkymeso-substituents.

Key words

porphyrins meso-metallocenylporphyrins cymantrene ferrocene dipyrrolylmethanes electronic absorption and1H NMR spectra 


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  1. 1.
    P. D. Beer, M. G. B. Drew, and R. Jagessar,J. Chem. Soc., Dalton Trans., 1997, 881.Google Scholar
  2. 2.
    K. K. Dailey, G. P. A. Yap, A. L. Rheingold, and T. B. Rauchfuss,Angew. Chem., Int. Ed. Engl., 1996,35, 1833.CrossRefGoogle Scholar
  3. 3.
    M. Hisatome, S. Takano, and K. Yamakawa,Tetrahedron Lett., 1985,26, 2347.CrossRefGoogle Scholar
  4. 4.
    G. Vaijayanthimala, F. D'Souza, and V. Krishnam,J. Coord. Chem., 1990,21, 333.CrossRefGoogle Scholar
  5. 5.
    G. B. Maiya, J. -M. Barbe, and K. M. Kadish,Inorg. Chem., 1989,28, 2524.CrossRefGoogle Scholar
  6. 6.
    R. Giasson, E. J. Lee, X. Zhao, and W. S. Wrighton,J. Phys. Chem., 1993,97, 2596.CrossRefGoogle Scholar
  7. 7.
    N. M. Loim, N. V. Abramova, and V. I. Sokolov,Mendeleev Commun., 1996, 46.Google Scholar
  8. 8.
    N. M. Loim, E. V. Grishko, N. I. Pyshnograeva, E. V. Vorontsov, and V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1994, 925 [Russ. Chem. Bull., 1994,43, 871 (Engl. Transl.)].Google Scholar
  9. 9.
    N. M. Loim, M. A. Kondratenko, E. V. Grishko, and V. I. Sokolov,Izv. Akad. Nauk, Ser. Khim., 1994, 959 [Russ. Chem. Bull., 1994,43, 905 (Engl. Transl.)].Google Scholar
  10. 10.
    D. M. Wallace, S. H. Leung, M. O. Senge, and K. M. Smith,J. Org. Chem., 1993,58, 7245.CrossRefGoogle Scholar
  11. 11.
    D. N. Kursanov, Z. N. Parnes, M. I. Kalinkin, and N. M. Loim,Ionic Hydrogenation and Relative Reactions, Harwood Acad. Publ. London-Paris-New York, 1985, 283.Google Scholar
  12. 12.
    M. Gouterman, R. J. Hall, G. -E. Khalil, P. C. Martin, E. G. Shankland, and R. L. Cerny,J. Am. Chem. Soc., 1989,111, 3702.CrossRefGoogle Scholar
  13. 13.
    R. Bonnett,Chem. Soc. Rev., 1995,24, 19.CrossRefGoogle Scholar
  14. 14.
    T. D. Lash and P. Chandrasekar,J. Am. Chem. Soc., 1996,118, 8767.CrossRefGoogle Scholar
  15. 15.
    M. Rein and M. Hanack,Chem. Ber., 1988,121, 1601.Google Scholar
  16. 16.
    L. T. Nguyen, M. O. Senge, and K. M. Smith,J. Org. Chem., 1996,61, 998.CrossRefGoogle Scholar
  17. 17.
    S. E. Vitols, J. S. Roman, D. Ryan, M. Blackwood, Jr., and T. G. Spiro,Inorg. Chem., 1997,36, 764.CrossRefGoogle Scholar
  18. 18.
    M. O. Senge, T. Ema, and K. M. Smith,Chem. Comm., 1995, 733.Google Scholar
  19. 19.
    T. Takeuchi, H. B. Gray, and W. A. Goddard, III,J. Am. Chem. Soc., 1994,116, 9730.CrossRefGoogle Scholar
  20. 20.
    J. S. Lindsey, S. Prathapan, T. Johnson, and R. W. Wagner,Tetrahedron, 1994,50, 8941.CrossRefGoogle Scholar
  21. 21.
    N. Nishino, R. W. Wagner, and J. S. Lindsey,J. Org. Chem., 1996,61, 7534.CrossRefGoogle Scholar
  22. 22.
    D. Maudon, P. Ochsenbein, J. Fischer, R. Weiss, K. Jayaraj, R. N. Austin, A. Gold, P. White, O. Brigaud, P. Battioni, and D. Mansuy,Inorg. Chem., 1992,31, 2044.CrossRefGoogle Scholar
  23. 23.
    C. J. Medforth, M. O. Senge, K. M. Smith, L. D. Sparks, and J. A. Shelnutt,J. Am. Chem. Soc., 1992,114, 9859.CrossRefGoogle Scholar
  24. 24.
    M. Veyrat, O. Maury, F. Faverjon, D. Over, R. Ramasseul, J. C. Marchon, I. Turowska-Tyrk, and W. R. Scheidt,Angew. Chem., Int. Ed. Engl., 1994,33, 220.CrossRefGoogle Scholar
  25. 25.
    J. Takeda and M. Sato,Chem. Lett., 1995, 971.Google Scholar

Copyright information

© Plenum Publishing Corporation 1998

Authors and Affiliations

  • N. M. Loim
    • 1
  • N. V. Abramova
    • 1
  • R. Z. Khaliullin
    • 1
  • Yu. S. Lukashov
    • 1
  • E. V. Vorontsov
    • 1
  • V. I. Sokolov
    • 1
  1. 1.A. N. Nesmeyanov Institute of Organoelement CompoundsRussian Academy of SciencesMoscowRussian Federation

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