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Specific features of reversible E—Z-photoisomerization of crown-containing 4-styrylpyridine complexes with various cations

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Abstract

The reversible photochemical E—Z-isomerization of crown-containing 4-styrylpyridine was studied. The reaction was carried out in the presence of alkaline-earth metals capable of forming complexes with the crown-ether fragment and heavy metal perchlorates (Hg2+, Cd2+) that are able to coordinate the nitrogen atom of the heterocyclic residue. The influence of complex formation on the E—Z-photoisomerization was determined by electronic spectroscopy and 1H NMR spectroscopy. The studies performed confirm that the E—Z-photoisomerization can be controlled using supramolecular complex formation.

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References

  1. Ch. Kaes, A. Katz, M. W. Hosseini, Chem. Rev., 2000, 100, 3553.

    Article  CAS  Google Scholar 

  2. C. Piguet, G. Bernardinelli, G. Hapfgartner, Chem. Rev., 1997, 97, 2005.

    Article  CAS  Google Scholar 

  3. C. Karunakaran, K. R. J. Thomas, A. Shunmugasundaram, R. Murugesan, J. Mol. Struct., 2000, 523, 213.

    Article  CAS  Google Scholar 

  4. C. Karunakaran, K. R. J. Thomas, A. Shunmugasundaram, R. Murugesan, J. Chem. Crystallogr., 2000, 30, 351.

    Article  CAS  Google Scholar 

  5. P. D. Beer, O. Kcian, R. J. Mortimer, Ch. Ridgway, N. R. Stradiotto, J. Electroanal. Chem., 1996, 408, 61.

    Article  Google Scholar 

  6. W. Y. Wong, K. Y. Tsang, K. H. Tam, G. L. Lu, C. D. Sun, J. Organomet. Chem., 2000, 601, 237.

    Article  CAS  Google Scholar 

  7. U. Knof, A. von Zelewsky, Angew. Chem., Int. Ed. Engl., 1999, 38, 303.

    Article  CAS  Google Scholar 

  8. P. Belser, S. Bernhard, E. Jandrasics, A. von Zelewsky, L. De Cola, V. Balzani, Coord. Chem. Rev., 1997, 159, 1.

    Article  CAS  Google Scholar 

  9. M. D. Ward, C. M. White, Fr. Barigelletti, N. Armaroli, G. Calogero, L. Flamigni, Coord. Chem. Rev., 1998, 171, 481.

    CAS  Google Scholar 

  10. V. Balzani, A. Juris, M. Venturi, S. Campagna, S. Serroni, Chem. Rev., 1996, 96, 759.

    Article  CAS  Google Scholar 

  11. K. Kalyanasundaram, M. Gätzel, Coord. Chem. Rev., 1998, 171, 347.

    Article  Google Scholar 

  12. S. M. Baxter, W. E. Jones, E. Danielson, L. Worl, G. Strouse, J. Younathan, T. J. Meyer, Coord. Chem. Rev., 1991, 111, 47.

    Article  CAS  Google Scholar 

  13. M. Venturi, A. Credi, V. Bolzani, Coord. Chem. Rev., 1999, 186, 233.

    Article  Google Scholar 

  14. O. A. Fedorova, S. P. Gromov, M. V. Alfimov, Izv. Akad. Nauk, Ser. Khim., 2001, 1882 [Russ. Chem. Bull., Int. Ed., 2001, 50, 1970].

    Google Scholar 

  15. K. Rurack, M. Sczepan, M. Spieles, U. Resch-Genger, W. Retting, Chem. Phys. Lett., 2000, 320, 87.

    Article  CAS  Google Scholar 

  16. J. L. Bricks, J. L. Slominskii, M. A. Kudinova, A. I. Tolmachev, K. Rurack, U. Resch-Genger, W. Retting, J. Photochem. Photobiol. A: Chem., 2000, 132, 193.

    Article  CAS  Google Scholar 

  17. O. A. Fedorova, E. N. Andryukhina, M. M. Mashura, S. P. Gromov, Arkivoc, 2005, 8, 12.

    Google Scholar 

  18. E. Fisher, J. Phys. Chem., 1967, 71, 3704.

    Article  Google Scholar 

  19. F. Daniels, R. Alberty, Physical Chemistry, J. Wiley and Sons, New York, 1975.

    Google Scholar 

  20. M. Ya. Mel’nikov, V. I. Ivanov, O. M. Soloveichik, Fotokhimiya. Metodicheskaya razrabotka k spetspraktikumu “Eksperimental’nye metody khimicheskoi kinetiki” [Photochemistry: Methodology to Special Practical Works “Experimental Methods of Chemical Kinetics”], M. V. Lomonosov Moscow State University, Moscow, 1982, 55 (in Russian).

    Google Scholar 

  21. D. N. Laikov, Ph. D. (Phys.-Math.) Thesis, M. V. Lomonosov Moscow State University, Moscow, 2000, 102 pp. (in Russian).

  22. D. N. Laikov, Chem. Phys. Lett., 1997, 281, 151.

    Article  CAS  Google Scholar 

  23. J. P. Perdew, K. Burke, M. Ernzerhof, Phys. Rev. Lett., 1996, 77, 3865.

    Article  CAS  Google Scholar 

  24. C. Adamo, V. Barone, J. Chem. Phys., 1999, 110, 6158.

    Article  CAS  Google Scholar 

  25. ChemCraft, Version 1.5 (build 248); http://www.chemcraftprog.com.

  26. Y. V. Fedorov, O. A. Fedorova, E. N. Andryukhina, N. E. Shepel, M. M. Mashura, S. P. Gromov, L. G. Kuzmina, A. V. Churakov, J. A. K. Howard, E. Marmois, J. Oberlé, G. Jonusauskas, M. V. Alfimov, J. Phys. Org. Chem., 2005, 18, 1032.

    Article  CAS  Google Scholar 

  27. M. Hiraoka, Crown Compounds. Their Characteristics and Applications, Elsevier, Amsterdam—Oxford—New York, 1982.

    Google Scholar 

  28. Host Guest Complex Chemistry. Macrocycles: Synthesis, Structures, Applications, Eds F. Vogtle, E. Weber, Springer, Berlin, 1985.

    Google Scholar 

  29. I. T. Goronovskii, Yu. P. Nazarenko, E. F. Nekryach, Kratkii spravochnik khimika [Brief Chemist’s Manual], 4 ed., Ed. O. D. Kurilenko, Naukova Dumka, Kiev, 1974, 24 (in Russian).

    Google Scholar 

  30. L. N. Kuleshova, M. Yu. Antipin, Usp. Khim., 1999, 68, 3 [Russ. Chem. Rev., 1999, 68 (Engl. Transl.)].

    Google Scholar 

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Authors and Affiliations

  1. A. N. Nesmeyanov Institute of Organoelement Compounds, Russian Academy of Sciences, 28 ul. Vavilova, 119991, Moscow, Russian Federation

    Yu. V. Fedorov, N. E. Shepel, E. Yu. Chernikova, O. A. Fedorova & E. N. Gulakova

  2. Photochemistry Center, Russian Academy of Sciences, 7a ul. Novatorov, 119421, Moscow, Russian Federation

    V. G. Avakyan

  3. Centre de Physique Moléculaire Optique et Hertzienne (CPMOH), UMR CNRS 5798, Université Bordeaux 1, 351 Cours de la Libération, 33405, Talence, France

    G. Jonusauskas

Authors
  1. Yu. V. Fedorov
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  2. N. E. Shepel
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  3. E. Yu. Chernikova
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  4. O. A. Fedorova
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  5. E. N. Gulakova
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  6. V. G. Avakyan
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  7. G. Jonusauskas
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Correspondence to Yu. V. Fedorov.

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Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 11, pp. 2337–2345, November, 2008.

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Fedorov, Y.V., Shepel, N.E., Chernikova, E.Y. et al. Specific features of reversible E—Z-photoisomerization of crown-containing 4-styrylpyridine complexes with various cations. Russ Chem Bull 57, 2385–2393 (2008). https://doi.org/10.1007/s11172-008-0340-0

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  • DOI: https://doi.org/10.1007/s11172-008-0340-0

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