详细信息
Vibratile Dihydrophenazines with Controllable Luminescence Enabled by Precise Regulation of π-Conjugated Wings
文献类型:期刊文献
英文题名:Vibratile Dihydrophenazines with Controllable Luminescence Enabled by Precise Regulation of π-Conjugated Wings
作者:Qiu, Shuhai[1,2];Zhang, Zhiyun[1,2];Wu, Yifan[1,2];Tong, Fei[1,2];Chen, Kai[1,2];Liu, Guogang[1,2];Zhang, Lei[3];Wang, Zhaohui[4];Qu, Da-Hui[1,2];Tian, He[1,2]
机构:[1]East China Univ Sci & Technol, Key Lab Adv Mat, Feringa Nobel Prize Scientist Joint Res Ctr,Sch C, Frontiers Sci Ctr Materiobiol & Dynam Chem,Inst F, Shanghai 200237, Peoples R China;[2]East China Univ Sci & Technol, Joint Int Res Lab Precis Chem & Mol Engn, Feringa Nobel Prize Scientist Joint Res Ctr,Sch C, Frontiers Sci Ctr Materiobiol & Dynam Chem,Inst F, Shanghai 200237, Peoples R China;[3]Beijing Univ Chem Technol, Coll Energy, Beijing Adv Innovat Ctr Soft Matter Sci & Engn, Beijing 100029, Peoples R China;[4]Tsinghua Univ, Dept Chem, Key Lab Organ Optoelect & Mol Engn, Beijing 100084, Peoples R China
年份:2022
卷号:4
期号:7
起止页码:2344
外文期刊名:CCS CHEMISTRY
收录:WOS:【ESCI(收录号:WOS:000826468400016)】;
基金:This work was financially supported by the National Natural Science Foundation of China (NSFC) (grant nos. 21788102, 22025503, 21790361, and 21871084), Shanghai Municipal Science and Technology Major Project (grant no. 2018SHZDZX03), the Fundamental Research Funds for the Central Universities, the Programme of Introducing Talents of Discipline to Universities (grant no. B16017), Program of Shanghai Academic/Technology Research Leader (grant no. 19XD1421100), the Shanghai Science and Technology Committee (grant no. 17520750100), and the China Postdoctoral Science Foundation (grant no. 2020M671018).
语种:英文
外文关键词:pi-extended dihydrophenazines; C-N coupling reaction; dynamic excited states; photophysical properties; NIR emission
摘要:A series of vibratile pi-extended dihydrophenazines (BPs) and a tetrahydrodiphenazine (TP) were synthesized via direct C-N coupling reactions. Structural alterations of the fused acene wings lead to diverse intermolecular packing arrangements as well as tunable photophysical properties. These compounds exhibit intriguing features, including large Stokes shift, multiple emissions, and environmental effects. Notably, a dramatic hypsochromic shift in emission is observed when the acene wing is linearly extended from benzene to naphthalene and anthracene. This unusual pi-conjugation length-dependent emission is explained by the close correlation between the calculated fluorescence-emitting energy and the pi-conjugation length of the acene subunit. In addition, the TP bearing two flexible units exhibits dynamic photophysical properties resembling those of BPs. Our results reveal a balanced control over pi-conjugation and luminescence in vibratile pi-systems, thereby providing new insight into the molecular design of organic near-infrared fluorophores with large Stokes shifts and dynamic emissions. [GRAPHICS] .
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