Journal
JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
Volume 219, Issue 1, Pages 1-9Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jphotochem.2011.01.009
Keywords
Distyrylfuran derivatives; Fluorescence; Triplet properties; Charge-transfer states; Synthesis
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Funding
- Ministry of Science, Education and Sports of the Republic of Croatia [125-0982933-2926]
- Ministero per l'Universita e la Ricerca Scientifica e Tecnologica (Rome, Italy)
- University of Perugia [20088NTBKR]
- Fondazione Cassa di Risparmio di Perugia (Italy)
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Four novel trans,trans-2,5-distyrylfuran derivatives (E,E-X-DStEs, X = Cl. OCH3, N(CH3)(2), NO2) have been synthesized and characterized by H-1 and C-13 NMR and UV-vis spectroscopy. The photophysical properties of the excited states of these poorly photoreactive compounds have been studied in two solvents of different polarities by stationary and pulsed techniques and also by the help of semiempirical quantum-mechanical calculations. The high fluorescence efficiency of these systems was accompanied by a modest triplet production (that becomes substantial in the nitro-derivative) investigated by nanosecond laser flash photolysis. The solvent effect on the absorption and emission spectra and on the photobehaviour allowed to evidence the presence of charge transfer (CT) excited states in the dimethylamino- and, particularly, in the nitro-derivative. (C) 2011 Elsevier B.V. All rights reserved.
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