The effect of benzo-annelation on intermolecular hydrogen bond and proton transfer of 2-methyl-3-hydroxy-4(1H)-quinolone in methanol: A TD-DFT study
文献类型：期刊论文
| 作者 | Ma, Xiaoguang2; Bao, Dongshuai2; Zhao, Yanliang2; Wang, Meishan2; Zhou, Panwang1; Yang, Chuanlu2; Tang, Zhe1 |
| 刊名 | JOURNAL OF PHYSICAL ORGANIC CHEMISTRY
 |
| 出版日期 | 2018-05-01 |
| 卷号 | 31期号:5 |
| 关键词 | Electronic Spectra Excited-state Proton Transfer Hydrogen Bond Transition State |
| ISSN号 | 0894-3230 |
| DOI | 10.1002/poc.3803 |
| 文献子类 | Article |
| 英文摘要 | Excited-state intermolecular or intramolecular proton transfer (ESIPT) reaction has important potential applications in biological probes. In this paper, the effect of benzo-annelation on intermolecular hydrogen bond and proton transfer reaction of the 2-methyl-3-hydroxy-4(1H)-quinolone (MQ) dye in methanol solvent is investigated by the density functional theory and time-dependent density functional theory approaches. Both the primary structure parameters and infrared vibrational spectra analysis of MQ and its benzo-analogue 2-methyl-3-hydroxy-4(1H)-benzo-quinolone (MBQ) show that the intermolecular hydrogen bond O-1?H2O3 significantly strengthens in the excited state, whereas another intermolecular hydrogen bond O-3?H4O5 weakens slightly. Simulated electron absorption and fluorescence spectra are agreement with the experimental data. The noncovalent interaction analysis displays that the intermolecular hydrogen bonds of MQ are obviously stronger than that of MBQ. Additionally, the energy profile analysis via the proton transfer reaction pathway illustrates that the ESIPT reaction of MBQ is relatively harder than that of MQ. Therefore, the effect of benzo-annelation of the MQ dye weakens the intermolecular hydrogen bond and relatively inhibits the proton transfer reaction. |
| WOS关键词 | ANISOTROPIC DIELECTRICS ; STATE ; MECHANISM ; FLUORESCENCE ; ESIPT ; SOLVATION ; CONTINUUM ; SOLVENTS ; SURFACE ; SINGLE |
| WOS研究方向 | Chemistry |
| 语种 | 英语 |
| WOS记录号 | WOS:000430180300008 |
| 出版者 | WILEY |
| 源URL | [http://cas-ir.dicp.ac.cn/handle/321008/169040]  |
| 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, Meishan |
| 作者单位 | 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian, Peoples R China 2.Ludong Univ, Sch Phys & Optoelect Engn, Yantai 264025, Peoples R China |
| 推荐引用方式 GB/T 7714 | Ma, Xiaoguang,Bao, Dongshuai,Zhao, Yanliang,et al. The effect of benzo-annelation on intermolecular hydrogen bond and proton transfer of 2-methyl-3-hydroxy-4(1H)-quinolone in methanol: A TD-DFT study[J]. JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,2018,31(5). |
| APA | Ma, Xiaoguang.,Bao, Dongshuai.,Zhao, Yanliang.,Wang, Meishan.,Zhou, Panwang.,...&Tang, Zhe.(2018).The effect of benzo-annelation on intermolecular hydrogen bond and proton transfer of 2-methyl-3-hydroxy-4(1H)-quinolone in methanol: A TD-DFT study.JOURNAL OF PHYSICAL ORGANIC CHEMISTRY,31(5). |
| MLA | Ma, Xiaoguang,et al."The effect of benzo-annelation on intermolecular hydrogen bond and proton transfer of 2-methyl-3-hydroxy-4(1H)-quinolone in methanol: A TD-DFT study".JOURNAL OF PHYSICAL ORGANIC CHEMISTRY 31.5(2018). |
入库方式： OAI收割
来源：大连化学物理研究所
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