Redox- and Protonation-Induced Fluorescence Switch in a New Triphenylamine with Six Stable Active or Non-Active Forms

被引:52
|
作者
Quinton, Cassandre [1 ]
Alain-Rizzo, Valerie [1 ]
Dumas-Verdes, Cecile [1 ]
Miomandre, Fabien [1 ]
Clavier, Gilles [1 ]
Audebert, Pierre [1 ]
机构
[1] ENS Cachan, CNRS UMR8531, PPSM, F-94235 Cachan, France
关键词
electrofluorochromism; fluorescence; molecular modeling; protonation; redox chemistry; triphenylamine; CATALYZED AMINATION; CONTRAST RATIO; BOND FORMATION; C-N; MICROSCOPY; ELECTROFLUOROCHROMISM; ELECTROCHEMISTRY; TRIARYLAMINES; MODULATION; SYSTEMS;
D O I
10.1002/chem.201404622
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The synthesis, photophysical and electrochemical properties as well as theoretical calculation studies of a newly designed triphenylamine derivative are described. This original compound displays one neutral form, three oxidized forms, and two protonated forms with distinct photo-physical characteristics. The interplay of the emission with the protonation or the redox state (electrofluorochromism) has been explored and an on-off-on-off fluorescence switching was observed in the case of oxidation and an on-on-off fluorescence switching in the case of protonation.
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页码:2230 / 2240
页数:11
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