Insight into the excited-state intramolecular double-proton transfer of the 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol: one-step or stepwise mechanism?

	Insight into the excited-state intramolecular double-proton transfer of the 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol: one-step or stepwise mechanism?
	Yang, Yunfan 1; Lu, Meiheng 1,2,4; Chu, Tianshu 1,3
刊名	THEORETICAL CHEMISTRY ACCOUNTS
	2017-04-19
卷号	136 期号:5
关键词	Excited-state intramolecular double-proton transfer Time-dependent density functional theory Stepwise mechanism Hydrogen bond strengthening
英文摘要	The excited-state double-proton transfer mechanism of 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol has been theoretically investigated based on the methods of density functional theory and time-dependent density functional theory. Geometric structure comparison and infrared vibrational spectra analysis confirm that the strengthening of the intramolecular hydrogen bond in the first excited state (S-1) has facilitated the proton transfer process. The frontier molecular orbitals analysis illustrates that the nature of the hydrogen bond enhancement lies in the charge redistribution upon photo-excitation, which is further confirmed by NBO charge analysis quantitatively. The reduced dimensionality (two-dimensional) potential energy surfaces have been scanned for both the ground state (S-0) and the first electronic excited state to reveal the mechanism and pathway of the two protons being transferred. Compared with the concerted path of proton transfer, the stepwise path with one proton being transferred first and then a second one followed exhibits a relatively mild energy barrier and seems to be more rational and favorable.
WOS标题词	Science & Technology ; Physical Sciences
类目[WOS]	Chemistry, Physical
研究领域[WOS]	Chemistry
关键词[WOS]	GREEN FLUORESCENT PROTEIN ; GAUSSIAN-BASIS SETS ; TD-DFT ; TRANSFER ESIPT ; PHOTOPHYSICAL PROPERTIES ; SENSING MECHANISM ; AQUEOUS-SOLUTION ; CHARGE-TRANSFER ; LIVING CELLS ; ATOMS LI
收录类别	SCI
语种	英语
WOS记录号	WOS:000399834900002
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/152004]
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
作者单位	1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Mol React Dynam, Dalian 116023, Peoples R China 2.Shenyang Univ Chem Technol, Coll Appl Chem, Shenyang 110142, Peoples R China 3.Qingdao Univ, Inst Computat Sci & Engn, Lab New Fiber Mat & Modern Text, Growing Base State Key Lab, Qingdao 266071, Peoples R China 4.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
推荐引用方式 GB/T 7714	Yang, Yunfan,Lu, Meiheng,Chu, Tianshu. Insight into the excited-state intramolecular double-proton transfer of the 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol: one-step or stepwise mechanism?[J]. THEORETICAL CHEMISTRY ACCOUNTS,2017,136(5).
APA	Yang, Yunfan,Lu, Meiheng,&Chu, Tianshu.(2017).Insight into the excited-state intramolecular double-proton transfer of the 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol: one-step or stepwise mechanism?.THEORETICAL CHEMISTRY ACCOUNTS,136(5).
MLA	Yang, Yunfan,et al."Insight into the excited-state intramolecular double-proton transfer of the 2,5-bis(benzoxazol-2-yl)thiophene-3,4-diol: one-step or stepwise mechanism?".THEORETICAL CHEMISTRY ACCOUNTS 136.5(2017).