Investigation on the excited state intramolecular proton transfer process for the novel 2-(3,5-dichloro-2-hydroxy-phenyl)-benzooxazole-5-carboxylicacid system
文献类型：期刊论文
| 作者 | Gao, Haiyan2; Yang, Xiaohui2; Zhang, Tianjie2; Yang, Dapeng1,2 |
| 刊名 | JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
 |
| 出版日期 | 2019-10-01 |
| 卷号 | 32期号:10页码:9 |
| 关键词 | charge density differences charge redistribution ESIPT frontier molecular orbital intramolecular hydrogen bond |
| ISSN号 | 0894-3230 |
| DOI | 10.1002/poc.3989 |
| 通讯作者 | Gao, Haiyan(hygao0371@163.com) |
| 英文摘要 | In view of the importance of excited state hydrogen bonding interactions and excited state proton transfer (ESPT) dynamical behaviors, in this work, we theoretically explore the excited state process for a novel 2-(3,5-dichloro-2-hydroxy-phenyl)-benzooxazole-5-carboxylicacid (DHPBC) system. On the basis of discrete Fourier transform (DFT) and time-dependent density functional theory (TDDFT) methods, we reappear previous experimental reports with checking the reasonability of our theoretical level. We calculate and compare the primary geometrical parameters and hydrogen bonding energies around hydrogen bonding moieties, which reveals that the intramolecular hydrogen bond OH...N of DHPBC is enhanced in the S-1 state. The increased electron densities around N atom contribute to attracting proton of hydroxyl upon the photoexcitation, which plays important roles in strengthening hydrogen bond and in facilitating excited state intra- or intermolecular proton transfer (ESIPT) process. Via constructing potential energy curves along with the ESIPT path, we verify that the ESIPT process of DHPBC system is ultrafast because of the low potential energy barrier. That should be the reason why the normal emission of DHPBC cannot be detected in previous experiment. This work not only clarifies the excited state hydrogen bonding interactions and fills the vacancy of specific ESIPT mechanism for DHPBC system in experiment, but also explains the fluorescence quenching phenomenon. |
| WOS关键词 | LARGE STOKES SHIFT ; CHARGE-TRANSFER ; HYDROGEN-BOND ; THEORETICAL INSIGHTS ; MOLECULAR-STRUCTURE ; TRANSFER MECHANISMS ; SENSING MECHANISM ; SALICYLIC-ACID ; FLUORESCENCE ; SINGLE |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000486613700002 |
| 出版者 | WILEY |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/172714]  |
| 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 | Gao, Haiyan |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam Theoret & Computat, Dalian, Peoples R China 2.North China Univ Water Resources & Elect Power, Coll Phys & Elect, Zhengzhou 450046, Henan, Peoples R China |
| 推荐引用方式 GB/T 7714 | Gao, Haiyan,Yang, Xiaohui,Zhang, Tianjie,et al. Investigation on the excited state intramolecular proton transfer process for the novel 2-(3,5-dichloro-2-hydroxy-phenyl)-benzooxazole-5-carboxylicacid system[J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,2019,32(10):9. |
| APA | Gao, Haiyan,Yang, Xiaohui,Zhang, Tianjie,&Yang, Dapeng.(2019).Investigation on the excited state intramolecular proton transfer process for the novel 2-(3,5-dichloro-2-hydroxy-phenyl)-benzooxazole-5-carboxylicacid system.JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,32(10),9. |
| MLA | Gao, Haiyan,et al."Investigation on the excited state intramolecular proton transfer process for the novel 2-(3,5-dichloro-2-hydroxy-phenyl)-benzooxazole-5-carboxylicacid system".JOURNAL OF PHYSICAL ORGANIC CHEMISTRY 32.10(2019):9. |
入库方式： OAI收割
来源：大连化学物理研究所
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