Skip to main content
Log in

Excited-state intramolecular proton transfer in 2,4,5-triarylimidazole molecules

  • Published:
Russian Chemical Bulletin Aims and scope

Abstract

Excited-state intramolecular proton transfer (ESIPT) in the 2,4,5-triarylimidazole molecules was studied by spectral-luminescent technique. For 4,5-diphenyl-(2-hydroxyphenyl)imidazoles, the ESIPT occurs in both liquid and glassy matrices at 77 K. For 4,5-diphenyl-(2-hydroxynaphthyl)imidazole, the ESIPT requires rotation of molecular fragments and is not observed at 77 K.

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

Access this article

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

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. P. T. Chou, M. L. Martinez, and J. H. Clements, Chem. Phys. Lett., 1993, 204, 395.

    Google Scholar 

  2. P. T. Chou, M. L. Martinez, and J. H. Clements, J. Phys. Chem., 1993, 97, 2618.

    Google Scholar 

  3. G. J. Stueber, M. Kieniniger, H. Schettler, W. Busch, B. Goeller, J. Franke, H. E. A. Kramer, H. Hoier, S. Henkel, P. Fischer, H. Port, T. Hirsch, G. Rytz, and J.-L. Birbaum, J. Phys. Chem., 1995, 99, 10097.

    Google Scholar 

  4. J. C. Crawford, Prog. Polym. Sci., 1999, 24, 7.

    Google Scholar 

  5. G. C. Lin, E. S. Awad, and M. A. El-Sayed, J. Phys. Chem., 1991, 95, 10442.

    Google Scholar 

  6. P. J. Rossky and J. D. Simon, Nature (London), 1994, 370, 263.

    Google Scholar 

  7. S. M. Dennison, J. Guharay, and P. K. Sengupta, Spectrochim. Acta, Part A: Molec. Biomolec. Spectrosc., 1999, 55, 1127.

    Google Scholar 

  8. V. S. Marevtsev, A. I. Shienok, and M. I. Cherkashin, Izv. Akad. Nauk SSSR, Ser. Khim., 1987, 2469 [Bull. Acad. Sci. USSR, Div. Chem. Sci., 1987, 36, 2292 (Engl. Transl.)].

    Google Scholar 

  9. C. R. Moylan, R. D. Miller, R. J. Twieg, K. M. Betterton, V. Y. Lee, T. J. Matray, and C. Nguyen, Chem. Mater., 1993, 5, 1499.

    Google Scholar 

  10. J. F. Hayes, M. B. Mitchell, and C. Wicks, Heterocycles, 1994, 38, 575.

    Google Scholar 

  11. D. Davidson, M. Weiss, and M. Jelling, J. Org. Chem., 1937-1938, 2, 319.

    Google Scholar 

  12. S. Kory and S. Narisava, Asahi Garasu Kenkyu Hokoku, 1962, 12, 55; Chem. Abstrs., 1963, 59, 1621h.

    Google Scholar 

  13. Pat. Fr. 1395112, 1965; Chem. Abstrs., 1965, 63, 1793e.

  14. K. Das, N. Sarkar, A. K. Ghosh, D. Majumdar, D. N. Nath, and K. Bhattacharyya, J. Phys. Chem., 1994, 98, 9126.

    Google Scholar 

  15. F. Rodriguez-Prieto, J. C. Penedo, and M. Mosquera, J. Chem. Soc., Faraday Trans., 1998, 94, 2775.

    Google Scholar 

  16. N. W. Tyer and R. S. Becker, J. Am. Chem. Soc., 1970, 92, 1289.

    Google Scholar 

  17. P. Appriou, R. Guglielmetti, A. Botrei, and A. Le Beuze, J. Photochem., 1978, 73.

  18. V. G. Luchina, Yu. D. Khamchukov, V. S. Marevtsev, A. T. Gradyushko, A. V. Lyubimov, and M. I. Cherkashin, Zh. Prikl. Spektrosk., 1989, 50, 398 [J. Appl. Spectr. USSR, 1989, 50 (Engl. Transl.)].

    Google Scholar 

  19. O. V. Sverdlova, Elektronnye spectry v organicheskoi khimii [Electronic Spectra in Organic Chemistry], Khimiya, Leningrad, 1985, 248 pp. (in Russian).

    Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Rights and permissions

Reprints and permissions

About this article

Cite this article

Shienok, A.I., Kol"tsova, L.S., Zaichenko, N.L. et al. Excited-state intramolecular proton transfer in 2,4,5-triarylimidazole molecules. Russian Chemical Bulletin 51, 2050–2054 (2002). https://doi.org/10.1023/A:1021607825803

Download citation

  • Issue Date:

  • DOI: https://doi.org/10.1023/A:1021607825803

Navigation