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Redox‐ and Protonation‐Induced Fluorescence Switch in a New Triphenylamine with Six Stable Active or Non‐Active Forms
Author(s) -
Quinton Cassandre,
AlainRizzo Valérie,
DumasVerdes Cécile,
Miomandre Fabien,
Clavier Gilles,
Audebert Pierre
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201404622
Subject(s) - protonation , triphenylamine , photochemistry , fluorescence , chemistry , redox , molecular switch , derivative (finance) , electrochemistry , organic chemistry , molecule , electrode , ion , physics , quantum mechanics , financial economics , economics
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 photophysical 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.