Computational prediction on photophysical properties of two excited state intramolecular proton transfer (ESIPT) fluorophores bearing the benzothiazole group |
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Authors: | Keke Wen Jinglai Zhang |
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Institution: | Department of Chemistry, College of Chemistry and Chemical Engineering, Henan University, Kaifeng, People’s Republic of China |
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Abstract: | ABSTRACTIn this contribution, the photophysical properties of two excited state intramolecular proton transfer (ESIPT) fluorophores of 2,6-dibenzothiazolyl-4-methylphenol (I) and 2-benzothiazolyl-6-(2-(benzothiazolyl)vinyl)-4-methylphenol (II) were studied by density functional theory (DFT) and time-dependent density functional theory (TD-DFT) methods at the PBE0 theoretical level. To probe into the origin of the absorption and emission bands observed experimentally, the absorption and emission spectra of I and II were simulated by the TD-PBE0/6-311?+?G(d,p) calculations. In addition, the photo-induced proton enol–keto tautomerization of the two targeted molecules was also explored. The present studies indicate that a good agreement is found between theoretical predictions and experimental data. Moreover, both of these molecules can undergo an ultrafast ESIPT process, which should be responsible for the single proton-transfer tautomer emission. |
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Keywords: | ESIPT TD-DFT topological analysis non-covalent interaction analysis fluorescence emission |
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