Experimental and Theoretical Study of O-Substituent Effect on the Fluorescence of 8-Hydroxyquinoline
AbstractThe synthesis and characterization of different ether and ester derivatives of 8-hydroxyquinoline have been made. UV-visible and fluorescence spectra of these compounds have revealed spectral dependence on both solvent and O-substituent. The fluorescence intensity of ether derivatives revealed higher intensity for 8-octyloxyquinoline compared with 8-methoxyquinoline, whereas those of ester derivatives had less fluorescence than 8-hydroxyquinoline. Theoretical calculations based on Time-dependent density functional theory (TD-DFT) were carried out for the quinolin-8-yl benzoate (8-OateQ) compound to understand the effect of O-substituent on the electronic absorption of 8-hydroxyquinaline (8-HQ). The calculations revealed comparable results with those obtained from the experimental data. Optimized geometrical structure was calculated with DFT at B3LYP/6-311++G** level of theory. The results indicated that 8-OateQ is not a coplanar structure. The absorption spectra of the compound were computed in gas-phase and solvent using B3LYP and CAM-B3LYP methods with 6-311++G ** basis set. The agreement between calculated and experimental wavelengths was very good at CAM-B3LYP/6-311++G** level of theory. View Full-Text
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Zayed, M.E.M.; El-Shishtawy, R.M.; Elroby, S.A.; Obaid, A.Y.; Al-amshany, Z.M. Experimental and Theoretical Study of O-Substituent Effect on the Fluorescence of 8-Hydroxyquinoline. Int. J. Mol. Sci. 2015, 16, 3804-3819.
Zayed MEM, El-Shishtawy RM, Elroby SA, Obaid AY, Al-amshany ZM. Experimental and Theoretical Study of O-Substituent Effect on the Fluorescence of 8-Hydroxyquinoline. International Journal of Molecular Sciences. 2015; 16(2):3804-3819.Chicago/Turabian Style
Zayed, Mohie E.M.; El-Shishtawy, Reda M.; Elroby, Shaaban A.; Obaid, Abdullah Y.; Al-amshany, Zahra M. 2015. "Experimental and Theoretical Study of O-Substituent Effect on the Fluorescence of 8-Hydroxyquinoline." Int. J. Mol. Sci. 16, no. 2: 3804-3819.