Construction of wavelength-tunable DSE quinoline salt derivatives by regulating the hybridization form of the nitrogen atom and intramolecular torsion angle  

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作  者:Kuan Deng Fei Yang Zhi-Qi Cheng Bi-Wen Ren Hua Liu Jiao Chen Meng-Yao She Le Yu Xiao-Gang Liu Hai-Tao Feng Jian-Li Li 

机构地区:[1]Key Laboratory of Synthetic and Natural Functional Molecule of the Ministry of Education,Shaanxi Key Laboratory for Carbon Neutral Technology,College of Chemistry&Materials Science,Northwest University,Xi'an710127,China [2]Key Laboratory of Resource Biology and Biotechnology in Western China,Ministry of Education,Biomedicine Key Laboratory of Shaanxi Province,Lab of Tissue Engineering,the College of Life Sciences,Faculty of Life Science&Medicine,Northwest University,Xi'an 710069,China [3]Fluorescence Research Group,Singapore University of Technology and Design,Singapore 487372,Singapore [4]Baoji AIE Research Center,Shaanxi Key Laboratory of Phytochemistry,College of Chemistry and Chemical Engineering,Baoji University of Arts and Sciences,Baoji721013,China

出  处:《Chinese Chemical Letters》2024年第10期315-320,共6页中国化学快报(英文版)

基  金:supported by the National Natural Science Foundation of China(Nos.22077099 and 22171223);The Innovation Capability Support Program of Shaanxi(Nos.2023-CX-TD-75 and 2022KJXX-32);the Scientific and Technological Innovation Team of Shaanxi Province(No.2022TD-36);the Technology Innovation Leading Program of Shaanxi(No.2023KXJ-209);the Natural Science Basic Research Program of Shaanxi(Nos.2023-JC-YB-141 and 2022JQ-151);Young Talent Fund of Association for Science and Technology in Shaanxi,China(No.SWYY202206);the Shaanxi Fundamental Science Research Project for Chemistry&Biology(Nos.22JHZ010 and 22JHQ080);the Yan’an City Science and Technology Project(No.2022SLZDCY-002)。

摘  要:Dual-state emission(DSE)molecules displayed conspicuous fluorescent performance both in solid and solution states.However,the construction of DSE molecules and the regulation of their emission wavelengths remains a great challenge.Based on the structure-function relationship of quinolinonitrile-type fluorophores,this work proposed a feasible strategy for modulating their fluorescent properties into DSE via limiting the torsion angle between the quinoline ring and C=C bond in the range of 4.7°to 30°.Based on this strategy,53 compounds were obtained which displayed tunable emission wavelengths from^(3)97 nm to 740 nm in solid-state and from 360 nm to 672 nm in solution.The feasibility of the strategy was supported by a series of theoretical calculations,optical characterizations,and crystal analysis,suggesting the compounds have great potential in imaging living cells and tissues with desired wavelengths.

关 键 词:FLUORESCENCE Dual-state emission Structure-function relationship Wavelength regulation Fluorescent imaging 

分 类 号:O657.3[理学—分析化学]

 

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