Theoretical insights into excited-state process for the novel 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile system

doi:10.1002/jccs.201900202

	Theoretical insights into excited-state process for the novel 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile system
	Xu, Lei 2; Zhang, Tianjie 2; Yang, Dapeng 1,2; Zhang, Qiaoli 2
刊名	JOURNAL OF THE CHINESE CHEMICAL SOCIETY
	2019-07-29
页码	8
关键词	charge redistribution ESDPT intramolecular hydrogen bonds IR vibrational spectra potential energy curves
ISSN号	0009-4536
DOI	10.1002/jccs.201900202
通讯作者	Yang, Dapeng(dpyang_ncwu@163.com)
英文摘要	In this present work, we clarify the excited-state intramolecular proton transfer (ESIPT) mechanism for 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile (BDABE) system. We present the fact that excited-state single proton transfer can occur along with one hydrogen bond, even though BDABE form consists of two intramolecular hydrogen bonds. Based on the density functional theory and time-dependent density functional theory methods, we theoretically investigate and elaborate the excited-state intramolecular dual hydrogen-bonding interactions. By simulating the electrostatic potential surface, we verify the formation of dual intramolecular hydrogen bonds for BDABE molecule in the S-0 state. Furthermore, comparing the primary bond lengths and bond angles as well as the infrared vibrational spectra, we find that the double hydrogen bonds should be strengthened in the S-1 state. When it comes to photoexcitation process, we discover the charge redistribution around hydrogen bonding moieties. The increased electronic density around proton acceptor plays the important roles in strengthening hydrogen bonds and in facilitating ESIPT reaction. In view of the possible ESIPT reaction paths (i.e., stepwise and synchronization double proton transfer) for BDABE molecule, we explored the S-0-state and S-1-state potential energy curves. This work explains experimental results and further clarifies the excited-state behaviors for BDABE system.
资助项目	National Natural Science Foundation of China[11574083]
WOS关键词	INTRAMOLECULAR PROTON-TRANSFER ; HYDROGEN-BOND ; TRANSFER MECHANISMS ; DYE MOLECULES ; N-H ; PHOTOISOMERIZATION ; FLUOROPHORE ; CHEMISTRY ; CONTINUUM ; BEARING
WOS研究方向	Chemistry
语种	英语
出版者	WILEY-V C H VERLAG GMBH
WOS记录号	WOS:000479755500001
资助机构	National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; National Natural Science Foundation of China
内容类型	期刊论文
源URL	[http://cas-ir.dicp.ac.cn/handle/321008/173534]
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	Yang, Dapeng
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, Henan, Peoples R China
推荐引用方式 GB/T 7714	Xu, Lei,Zhang, Tianjie,Yang, Dapeng,et al. Theoretical insights into excited-state process for the novel 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile system[J]. JOURNAL OF THE CHINESE CHEMICAL SOCIETY,2019:8.
APA	Xu, Lei,Zhang, Tianjie,Yang, Dapeng,&Zhang, Qiaoli.(2019).Theoretical insights into excited-state process for the novel 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile system.JOURNAL OF THE CHINESE CHEMICAL SOCIETY,8.
MLA	Xu, Lei,et al."Theoretical insights into excited-state process for the novel 2,3-bis[(4-diethylamino-2-hydroxybenzylidene)amino]but-2-enedinitrile system".JOURNAL OF THE CHINESE CHEMICAL SOCIETY (2019):8.