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Title: Synthesis and photophysical studies of donor-acceptor substituted tetrahydropyrenes
Authors: Sumalekshmy, S
Gopidas, K R
Keywords: Tetrahydropyrene derivatives
Photophysical properties
Intramolecular charge transfer
Issue Date: 2005
Publisher: Royal Society of Chemistry
Citation: New Journal of Chemistry 29(2):325-331;2005
Abstract: The tetrahydropyrene derivatives 2-N,N-dimethylamino-7-nitro-4,5,9,10-tetrahydropyrene (1) and 2-N, N-dimethylamino-7-acetyl-4,5,9,10 tetrahydropyrene(2) were synthesized and characterized. Photophysical properties of these molecules were investigated in several solvents. The absorption spectrum of 1 shows a slight red shift with solvent polarity, whereas that of 2 remains more or less unchanged. Fluorescence spectra of these compounds exhibit large, solvent-polarity-dependent Stokes shifts. The Stokes shifts are correlated to E-T(30) and E-T(N) parameters and were quantitatively analyzed by the Mataga-Liptay equation. Both compounds show low fluorescence quantum yields in cyclohexane. Nanosecond. ash photolysis studies suggested that the low quantum yield in cyclohexane is due to intersystem crossing to a triplet state. In the case of 2, the fluorescence quantum yields are high in all other solvents. In the case of 1 fluorescence quantum yields are very low in polar solvents and this is explained by invoking a twisted intramolecular charge transfer state.
ISSN: 1144-0546
Appears in Collections:2005

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