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Vibratile Dihydrophenazines with Controllable Luminescence Enabled by Precise Regulation of π-Conjugated Wings    

文献类型:期刊文献

中文题名:Vibratile Dihydrophenazines with Controllable Luminescence Enabled by Precise Regulation of π-Conjugated Wings

作者:Shuhai Qiu[1];Zhiyun Zhang[1];Yifan Wu[1];Fei Tong[1];Kai Chen[1];Guogang Liu[1];Lei Zhang[2];Zhaohui Wang[3];Da-Hui Qu[1];He Tian[1]

机构:[1]Key Laboratory for Advanced Materials and Joint International Research Laboratory of Precision Chemistry and Molecular Engineering,Feringa Nobel Prize Scientist Joint Research Center,Frontiers Science Center for Materiobiology and Dynamic Chemistry,Institute of Fine Chemicals,School of Chemistry and Molecular Engineering,East China University of Science and Technology,Shanghai 200237;[2]College of Energy,Beijing Advanced Innovation Center for Soft Matter Science and Engineering,Beijing University of Chemical Technology,Beijing 100029;[3]Key Laboratory of Organic Optoelectronics and Molecular Engineering,Department of Chemistry,Tsinghua University,Beijing 100084

年份:2022

卷号:4

期号:7

起止页码:2344

中文期刊名:CCS Chemistry

外文期刊名:中国化学会会刊(英文)

收录:Scopus

基金: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);the China Postdoctoral Science Foundation(grant no.2020M671018).

语种:英文

中文关键词:π-extended dihydrophenazines;C-N coupling reaction;dynamic excited states;photophysical properties;NIR emission

摘要:A series of vibratile π-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 π-conjugation length-dependent emission is explained by the close correlation between the calculated fluorescence-emitting energy and the π-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 π-conjugation and luminescence in vibratile π-systems,thereby providing new insight into the molecular design of organic near-infrared fluorophores with large Stokes shifts and dynamic emissions.

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