Solvation effect on the ESIPT mechanism of 2-(4 '-amino-2 '-hydroxyphenyl)-1H-imidazo- [4,5-c]pyridine
文献类型：期刊论文
| 作者 | Wang, Yi1; Tang, Zhe1,2; Lu, Meiheng2; Liu, Kangjing4; Zhao, Yanliang2; Qi, Yutai1; Zhang, Peng3; Zhou, Panwang2
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| 刊名 | JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
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| 出版日期 | 2018-12-01 |
| 卷号 | 367页码:261-269 |
| ISSN号 | 1010-6030 |
| 关键词 | ESIPT Molecular electrostatic potential surface Frontier molecular orbitals Potential-energy curves |
| DOI | 10.1016/j.jphotochem.2018.08.028 |
| 通讯作者 | Wang, Yi(wangyi_dlpu@163.com) ; Zhang, Peng(jutzp@sina.com) ; Zhou, Panwang(pwzhou@dicp.ac.cn) |
| 英文摘要 | The excited-state intramolecular proton transfer (ESIPT) dynamics of 2-(4'-Amino-2'-hydroxyphenyI)-1H-imidazo-[4,5-c]pyridine (AHPIP-c) has been studied by using density-functional theory and time-dependent density-functional theory method. Three kinds of different polar aprotic solvents, including acetonitrile (strong polar), tetrahydrofuran (weak polar) and methylcyclohexane (non-polar) have been chosen to explore solvent effects on these molecules. The calculated absorption and fluorescence spectra agree well with the experimental results for the three solvents and the dual fluorescence emission mechanism is well explained. The electron density p(r) and Laplacian del(2)rho(r) at the bond critical point (BCP) have been calculated using the Atoms-In-Molecule (AIM) theory, which prove that the intramolecular hydrogen bond (O-1-H-2 center dot center dot center dot N-3) exists in the S-0 state. The geometric parameters and the infrared vibrational spectra in the O-H stretching vibrational region have been calculated, which manifests the hydrogen-bond is strengthened in the S-1 state. The molecular electrostatic potential surface and frontier molecular orbitals analysis demonstrate that the proton transfer prefer occurring on excited state because of the charge redistribution upon photo-excitation. The results of potential energy curves, further confirm that the proton transfer process is more likely to conduct in the S-1 state due to the lower potential energy barrier than that in the S-0 state. In addition, we also find that ESIPT reaction is more easily to occur as the solvent polarity decreases. Therefore, we believe that solvent effect could play an important role in controlling excited state behaviors of AHPIP-c molecules. |
| WOS关键词 | INTRAMOLECULAR PROTON-TRANSFER ; EXCITED-STATE ; CHARGE-TRANSFER ; FLUORESCENT CHEMOSENSOR ; SENSING MECHANISM ; TD-DFT ; SOLVENT ; FLUORIDE ; 2-(2-HYDROXYPHENYL)BENZIMIDAZOLE ; SPECTROSCOPY |
| 资助项目 | Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; National Natural Science Foundation of China[21773238] |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| 出版者 | ELSEVIER SCIENCE SA |
| WOS记录号 | WOS:000450377500031 |
| 资助机构 | Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; Open Project of SKLMRD-K2018 (Open Project of State Key Laboratory of Molecular Reaction Dynamics) ; National Natural Science Foundation of China ; National Natural Science Foundation of China |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/166470]  |
| 专题 | 大连化学物理研究所_中国科学院大连化学物理研究所 |
| 通讯作者 | Wang, Yi; Zhang, Peng; Zhou, Panwang |
| 作者单位 | 1.Dalian Polytech Univ, Sch Biol Engn, Dalian 116034, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China 3.Dalian Polytech Univ, Sch Mech Engn & Automat, Dalian 116034, Peoples R China 4.Dalian Polytech Univ, Sch Food Sci & Technol, Dalian 116034, Peoples R China |
| 推荐引用方式 GB/T 7714 | Wang, Yi,Tang, Zhe,Lu, Meiheng,et al. Solvation effect on the ESIPT mechanism of 2-(4 '-amino-2 '-hydroxyphenyl)-1H-imidazo- [4,5-c]pyridine[J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,2018,367:261-269. |
| APA | Wang, Yi.,Tang, Zhe.,Lu, Meiheng.,Liu, Kangjing.,Zhao, Yanliang.,...&Zhou, Panwang.(2018).Solvation effect on the ESIPT mechanism of 2-(4 '-amino-2 '-hydroxyphenyl)-1H-imidazo- [4,5-c]pyridine.JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY,367,261-269. |
| MLA | Wang, Yi,et al."Solvation effect on the ESIPT mechanism of 2-(4 '-amino-2 '-hydroxyphenyl)-1H-imidazo- [4,5-c]pyridine".JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY 367(2018):261-269. |
入库方式： OAI收割
来源：大连化学物理研究所
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