Synthesis, crystal structures and fluorescence properties of 3-(2-pyridyl)coumarin derivatives

Two new coumarin derivatives, 7-(diethylamino)-3-(pyridin-2-yl)coumarin (DAPC) and 3-(pyridin-2-yl)-benzo[5,6]coumarin (PBC), were synthesized and characterized by elemental analysis, 1H NMR, FT-IR and UV–vis absorption spectra. Their structures were determined by X-ray crystallography single crysta...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2010-07, Vol.214 (1), p.92-99
Main Authors: Yu, Tianzhi, Yang, Sidan, Zhao, Yuling, Zhang, Hui, Han, Xiaoqian, Fan, Duowang, Qiu, Yongqing, Chen, Lili
Format: Article
Language:English
Subjects:
3-(2-Pyridyl)coumarin derivatives
Crystal structure
Fluorescence
Synthesis
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Summary:Two new coumarin derivatives, 7-(diethylamino)-3-(pyridin-2-yl)coumarin (DAPC) and 3-(pyridin-2-yl)-benzo[5,6]coumarin (PBC), were synthesized and characterized by elemental analysis, 1H NMR, FT-IR and UV–vis absorption spectra. Their structures were determined by X-ray crystallography single crystal analysis. The fluorescence behaviors of the compounds in dichloromethane solutions were observed. The results show that the compound DAPC exhibits high fluorescence quantum yield (0.84) and they exhibit strong blue emissions under ultraviolet light excitation. The energy levels of the HOMO and LUMO of the compounds have been calculated with density functional theory (DFT) and time-dependent density functional theory (TD-DFT) at B3LYP/6-31G(d) level.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2010.06.013