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Selective synthesis and spectroscopic properties of alkyl-substituted lanthanide(III) mono-, di-, and triphthalocyanines

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Abstract

Methods for the selective synthesis of mono-(RPcLnOAc), di-(RPc2Ln), and triphthalocyanines (RPc3Ln2) of rare-earth metals (Ln = Lu, Er, Eu) from symmetrically substituted 2,3,9,10,16,17,23,24-octaalkylphthalocyanines RPcH2 (R = Et, Bu) were developed. The synthesized complexes were characterized by NMR spectroscopy, mass spectrometry, and electronic absorption spectra. The conditions for 1H NMR spectra recording were optimized. Regularities in changing the spectral properties of the synthesized compounds, depending on the lanthanide nature and the planarity of metal phthalocyanine complexes, were found.

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References

  1. D. Battisti, L. Tomilova, and R. Aroca, Chem. Mater., 1992, 4, 1323.

    Article  CAS  Google Scholar 

  2. K. Takahashi, M. Itoh, Y. Tomita, K. Nojima, K. Kasuga, and K. Isa, Chem. Lett., 1993, 1915.

  3. J. Jiang, R. Liu, T. Mak, T. Chan, and D. K. P. Ng, Polyhedron, 1997, 16, 515.

    CAS  Google Scholar 

  4. M. Hu, N. Basseur, S. Yiuldiz, J. van Lier, and C. C. Leznoff, J. Med. Chem., 1998, 41, 1789.

    CAS  Google Scholar 

  5. M. M. Nicholson, Electrochromism and Display Devices, in Phthalocyanines: Properties and Applications, Eds C. C. Leznoff and A. B. P. Lever, VCH Publishers, Inc., 1993, 3, 71.

  6. M. Trometer, R. Even, J. Simon, A. Dubon, J.-Y. Laval, J. P. Germain, C. Maleysson, A. Pauly, and H. Robert, Sensors Actuators B, 1992, 8, 129.

    Article  Google Scholar 

  7. M. Passard, J. P. Blanc, and C. Maleysson, Thin Solid Films, 1995, 271, 8.

    Article  CAS  Google Scholar 

  8. K. L. Trojan, W. E. Hatfield, K. D. Kepler, and M. L. Kirk, J. Appl. Phys., 1991, 69, 6007.

    Article  CAS  Google Scholar 

  9. V. E. Pushkarev, A. V. Ivanov, I. V. Zhukov, E. V. Shulishov, and Yu. V. Tomilov, Izv. Akad. Nauk, Ser. Khim., 2004, 3, 528 [Russ. Chem. Bull., Int. Ed., 2004, 3, 554].

    Google Scholar 

  10. M. Camenzind and C. Hill, J. Heterocycl. Chem., 1985, 22, 575.

    CAS  Google Scholar 

  11. E. Cuellar and T. Marks, Inorg. Chem., 1981, 20, 3766.

    CAS  Google Scholar 

  12. L. A. Lapkina, V. E. Larchenko, E. O. Tolkacheva, K. I. Popov, N. Yu. Konstantinov, V. M. Nosova, and A. Yu. Tsivadze, Zh. Neorg. Khim., 1998, 43, 987 [Russ. J. Inorg. Chem., 1998, 43 (Engl. Transl.)].

    CAS  Google Scholar 

  13. N. Ishikawa and Y. Kaizu, Chem. Phys. Lett., 1993, 203, 472.

    Article  CAS  Google Scholar 

  14. N. Ishikawa and Y. Kaizu, Chem. Phys. Lett., 1994, 228, 625.

    Article  CAS  Google Scholar 

  15. L. A. Lapkina, E. Niskanen, H. Ronkkomaki, V. E. Larchenko, K. I. Popov, and A. Y. Tsivadze, J. Porphyrins Phthalocyanines, 2000, 4, 587.

    Article  CAS  Google Scholar 

  16. M. A. Ovseevich, L. G. Tomilova, E. G. Kogan, and N. S. Zefirov, Mendeleev Commun., 1998, 186.

  17. T. N. Sokolova, T. N. Lomova, V. V. Morozov, and B. D. Berezin, Koord. Khim., 1994, 20, 637 [Russ. J. Coord. Chem., 1994, 20 (Engl. Transl.)].

    CAS  Google Scholar 

  18. N. A. Ovchinnikova, L. G. Tomilova, N. B. Seregina, V. V. Minin, G. M. Larin, and E. A. Luk’yanets, Zh. Obshch. Khim., 1992, 62, 1631 [Russ. J. Gen. Chem., 1992, 62, 1340 (Engl. Transl.)].

    CAS  Google Scholar 

  19. L. G. Tomilova, E. V. Chernykh, N. T. Ioffe, and E. A. Luk’yanets, Zh. Obshch. Khim, 1983, 53, 2594 [J. Gen. Chem. USSR, 1983, 53, 2339 (Engl. Transl.)].

    CAS  Google Scholar 

  20. L. G. Tomilova, N. A. Ovchinnikova, and E. A. Luk’yanets, Zh. Obshch. Khim., 1987, 57, 2100 [J. Gen. Chem. USSR, 1987, 57, 1880 (Engl. Transl.)].

    CAS  Google Scholar 

  21. L. G. Tomilova, E. V. Chernykh, V. I. Gavrilov, I. V. Shelepin, V. M. Derkacheva, and E. A. Luk’yanets, Zh. Obshch. Khim., 1982, 52, 2606 [J. Gen. Chem. USSR, 1982, 52, 2304 (Engl. Transl.)].

    CAS  Google Scholar 

  22. L. G. Tomilova, E. V. Chernykh, T. B. Nikolaeva, V. V. Zelentsov, and E. A. Luk’yanets, Zh. Obshch. Khim., 1984, 54, 1678 [J. Gen. Chem. USSR, 1984, 54, 1494 (Engl. Transl.)].

    CAS  Google Scholar 

  23. K. Takahashi, J. Shimoda, M. Itoh, Y. Fuchita, and H. Okawa, Chem. Lett., 1998, 173.

  24. N. Kobayashi, Coord. Chem. Rev., 2002, 227, 129.

    Article  CAS  Google Scholar 

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Dedicated to Academician A. L. Buchachenko on the occasion of his 70th birthday.

tom@org.chem.msu.su

Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 2024–2030, September, 2005.

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Pushkarev, V.E., Breusova, M.O., Shulishov, E.V. et al. Selective synthesis and spectroscopic properties of alkyl-substituted lanthanide(III) mono-, di-, and triphthalocyanines. Russ Chem Bull 54, 2087–2093 (2005). https://doi.org/10.1007/s11172-006-0081-x

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  • DOI: https://doi.org/10.1007/s11172-006-0081-x

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