Abstract
Correlation between the character of electronic density redistribution in the excited normal and phototautomer forms, which are involved in the excited state intramolecular proton transfer (ESIPT) reaction, and the rates of primary photoprocesses—proton phototransfer and radiationless deactivation of the phototautomer form—was analysed on the qualitative level. It was revealed that noticeable improvement of fluorescence properties of ESIPT molecules could be achieved by directed modification of their chemical structure, most importantly by the introduction of electron withdrawing substituents into their proton donor moieties. Several facts are presented in favour of the last statement.
This is a preview of subscription content, log in via an institution to check access.
Similar content being viewed by others
References
S. J. Formosinho and L. G. Arnaut J. Photochem. Photobiol., A: Chem. 1993 75 21
S. M. Ormson and R. G. Brown Prog. React. Kinet. 1994 19 45
D. LeGourrierec, S. M. Ormson and R. G. Brown Prog. React. Kinet. 1994 19 221
A. O. Doroshenko, E. A. Posokhov, V. M. Shershukov, V. G. Mitina and O. A. Ponomarev High Energy Chem. 1997 31 388
A. O. Doroshenko, E. A. Posokhov, A. A. Verezubova and L. M. Ptyagina J. Phys. Org. Chem. 2000 13 253
A. O. Doroshenko, E. A. Posokhov, K. K. Sytnik and S. N. Kovalenko Khim. Geterotsikl. Soedin. 2001 686
A. J. Gordon and R. A. Ford, The Chemist’s Companion, John Wiley & Sons, New York, 1972
W. H. Melhuish J. Phys. Chem. 1969 51 1856
A. O. Doroshenko, A. V. Kirichenko, V. G. Mitina and O. A. Ponomaryov J. Photochem. Photobiol., A: Chem. 1996 94 15
A. V. Luzanov Usp. Khim. 1980 64 2086
D. McMorrow and M. Kasha J. Am. Chem. Soc. 1983 105 5133
D. McMorrow and M. Kasha J. Phys. Chem. 1984 88 2235
A. D. Roshal, A. V. Grigorovich, A. O. Doroshenko, V. G. Pivovarenko and A. P. Demchenko J. Photochem. Photobiol., A: Chem. 1999 127 89
A. Douhal, F. Lahmani and A. H. Zewail Chem. Phys 1996 207 477
A. Mordzinski, Excited state intramolecular proton transfer: the structural and dynamic aspects, Institute of Physical Chemistry, Polish Academy of Sciences, Warszawa, 1990
A. Grabowska, E. Sepiol and C. Rulliere J. Phys. Chem. 1991 95 10493
T. Arthen-Engeland, T. Bultmann, N. P. Ernsting, M. A. Rodriguez and W. Thiel Chem. Phys. 1992 163 43
P.-T. Chou, Y.-C. Chen, W.-S. Yu, Y.-H. Chou, C.-Y. Wei, Y.-M. Cheng J. Phys. Chem. A 2001 105 1731
C. A. S. Potter, R. G. Brown, F. Vollmer and W. Rettig J. Chem. Soc., Faraday Trans. 1994 90 59
F. Vollmer and W. Rettig J. Photochem. Photobiol., A: Chem. 1996 95 143
A. A. Krasheninnikov, A. V. Shablia and V. L. Ermolaev, in Spectroscopy of Phototransformations in Molecules,Nauka, Leningrad, 1977, pp. 46-61
G. Del Re, M. Brahimi and A. Peluso Chem. Phys. Lett. 1999 299 511
G. Woessner, G. Goeller, P. Kollat, J. J. Stezowski, M. Hauser, U. K. A. Klein and H. E. A. Kramer J. Phys. Chem. 1984 88 5544
G. Woessner, G. Goeller, J. Reiker, H. Hoier, J. J. Stezowski, E. Daltrozzo, M. Neureiter and H. E. A. Kramer J. Phys. Chem. 1985 89 3629
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Doroshenko, A.O., Posokhov, E.A., Verezubova, A.A. et al. Radiationless deactivation of the excited phototautomer form and molecular structure of ESIPT-compounds. Photochem Photobiol Sci 1, 92–99 (2002). https://doi.org/10.1039/b107255m
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1039/b107255m