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Photochemical study of the zinc cis-3-(4-imidazolylphenyl)-1-(pyridin-2-yl)[60]fullereno[1,2-c]pyrrolidine-meso-tetraphenylporphyrinate dyad

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Abstract

Axial coordination of fullerenopyrrolidine bearing the donor imidazolyl group, cis-3-(4-imidazolylphenyl)-1-(pyridin-2-yl)[60]fullereno[1,2-c]pyrrolidine (C60∼Im), with zinc meso-tetraphenylporphyrinate (ZnTPP) in an o-dichlorobenzene solution affords a non-covalently bonded donor-acceptor dyad ZnTPP-C60∼Im. The photochemical behavior of the ZnTPP-C60∼Im complex was studied by fluorescence (excitation at λ = 420 nm) and laser kinetic spectroscopy (excitation at λ = 532 nm, 12 ns). The formation constant of the 1: 1 porphyrin-fullerenopyrrolidine complex determined from quenching of ZnTPP fluorescence assuming static intracomplex quenching is 1.6·104 L mol−1. Absorption spectra of the excited states in the system consisting of ZnTPP and Im∼C60 (ZnTPP/C60∼Im) were measured in solution from 380 to 1000 nm. The quenching constant of the triplet-excited ZnTPP with fullerenopyrrolidine C60∼Im was determined. The results obtained indicate the formation of the triplet exciplex {PL}* ⇌ {Pδ+…Lδ−} in the ZnTPP/C60∼Im system upon laser photolysis.

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References

  1. M. E. El-Khouly, O. Ito, P. M. Smith, and F. D’Souza, J. Photochem. Photobiol. C: Photochem. Rev., 2004, 5, 79.

    Article  CAS  Google Scholar 

  2. D. M. Guldi, Chem. Soc. Rev., 2002, 31, 22.

    Article  CAS  Google Scholar 

  3. F. T. Tat, Z. Zhou, S. MacMahon, F. Song, A. L. Rheingold, L. Echegoyen, D. I. Schuster, and S. R. Wilson, J. Org. Chem., 2004, 69, 4602.

    Article  CAS  Google Scholar 

  4. N. F. Goldshleger, A. N. Lapshin, E. I. Yudanova, N. M. Alpatova, and E. V. Ovsyannikova, Elektrokhimiya, 2006, 42, 19 [Russ. J. Electrochem., 2006, 42 (Engl. Transl.)].

    Google Scholar 

  5. V. A. Smirnov and V. B. Nazarov, Pribory i Tekhnika Eksperimenta [Experimental Equipment and Techniques], 1975, 260 (in Russian).

  6. H. A. Benesi and J. H. Hildebrand, J. Am. Chem. Soc, 1949, 71, 2703.

    Article  CAS  Google Scholar 

  7. N. Armanoli, F. Diederich, L. Echegoyen, T. Habicher, L. Flamigni, G. Marconi, J.-F. Nierengarten, New J. Chem., 1999, 77.

  8. V. A. Nadtochenko, N. N. Denisov, I. V. Rubtsov, A. S. Lobach, and A. P. Moravskii, Izv. Akad. Nauk, Ser. Khim., 1993, 1228 [Russ. Chem. Bull., 1993, 42, 1171 (Engl. Transl.)].

    Google Scholar 

  9. A. N. Lapshin, V. A. Smirnov, R. N. Lyubovskaya, and N. F. Goldshleger, Izv. Akad. Nauk, Ser. Khim., 2005, 2265 [Russ. Chem. Bull., Int. Ed., 2005, 54, 2238].

    Google Scholar 

  10. F. D’Souza, M. E. El-Khouly, G. R. Deviprasad, M. E. Zandler, V. T. Hoang, A. Klykov, M. VanStipdonk, A. Perera, M. Fujtsuka, and O. Ito, J. Phys. Chem. A, 2002, 106, 3243.

    Article  CAS  Google Scholar 

  11. H.-Z. Yu, S. Bashkin, and A. H. Zewail, J. Phys. Chem. A, 2002, 106, 9845.

    Article  CAS  Google Scholar 

  12. T. Nojiri, A. Watanabe, and O. Ito, J. Phys. Chem. A, 1998, 102, 5215.

    Article  CAS  Google Scholar 

  13. L. Pekkarinen and H. Linschitz, J. Am. Chem. Soc., 1960, 82, 2407.

    Article  CAS  Google Scholar 

  14. M. Itou, M. Otake, Y. Araki, O. Ito, and H. Kido, Inorg. Chem., 2005, 44, 1580.

    Article  CAS  Google Scholar 

  15. N. Carnieri and A. Harriman, Inorg. Chim. Acta, 1982, 62, 103.

    Article  CAS  Google Scholar 

  16. V. A. Nadtochenko, N. N. Denisov, and P. P. Levin, Izv. Akad. Nauk, Ser. Khim., 1995, 1078 [Russ. Chem. Bull., 1995, 44, 1038 (Engl. Transl.)].

    Google Scholar 

  17. K. G. Thomas, V. Biju, M. V. George, D. M. Guldi, and P. V. Kamat, J. Phys. Chem. A, 1998, 102, 5341.

    Article  CAS  Google Scholar 

  18. I. A. Nuretdinov, V. V. Yanilkin, V. I. Morozov, V. P. Gubskaya, V. V. Zverev, N. V. Nastapova, and G. M. Fazleeva, Izv. Akad. Nauk, Ser. Khim., 2002, 250 [Russ. Chem. Bull., Int. Ed., 2002, 51, 263].

    Google Scholar 

  19. A. Bagno, S. Claeson, M. Maggini, M. L. Martini, M. Prato, and G. Scorrano, Chem. Eur. J., 2002, 8, 1016.

    Google Scholar 

  20. P. A. Troshin, A. S. Peregudov, D. Mühlbacher, and R. N. Lyubovskaya, Eur. J. Org. Chem., 2005, 3064.

  21. M. E. El-Khouly, Y. Araki, M. Fujitsuka, and O. Ito, Phys. Chem. Chem. Phys., 2002, 4, 3322.

    Article  CAS  Google Scholar 

  22. N. Mataga, H. Chosrowjan, and S. Taniguchi, J. Photochem. Photobiol. C: Photochem. Rev., 2005, 6, 37.

    Article  CAS  Google Scholar 

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Authors and Affiliations

  1. Institute of Problems of Chemical Physics, Russian Academy of Sciences, 1 prosp. Akad. Semenova, 142432, Chernogolovka, Moscow Region, Russian Federation

    I. A. Mochalov, A. N. Lapshin, V. A. Nadtochenko, V. A. Smirnov & N. F. Goldshleger

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  1. I. A. Mochalov
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  2. A. N. Lapshin
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  3. V. A. Nadtochenko
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  4. V. A. Smirnov
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  5. N. F. Goldshleger
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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 9, pp. 1541–1547, September, 2006.

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Mochalov, I.A., Lapshin, A.N., Nadtochenko, V.A. et al. Photochemical study of the zinc cis-3-(4-imidazolylphenyl)-1-(pyridin-2-yl)[60]fullereno[1,2-c]pyrrolidine-meso-tetraphenylporphyrinate dyad. Russ Chem Bull 55, 1598–1604 (2006). https://doi.org/10.1007/s11172-006-0460-3

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  • DOI: https://doi.org/10.1007/s11172-006-0460-3

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