BODIPY-Tetrazine Multichromophoric Derivatives

被引:61
作者
Dumas-Verdes, Cecile [1 ]
Miomandre, Fabien [1 ]
Lepicier, Eve [1 ]
Galangau, Olivier [1 ]
Vu, Thanh Truc [1 ]
Clavier, Gilles [1 ]
Meallet-Renault, Rachel [1 ]
Audebert, Pierre [1 ]
机构
[1] PRES UniverSud, Ecole Normale Super Cachan, CNRS, Lab PPSM,UMR8531, F-94235 Cachan, France
关键词
Heterocycles; Dyes/Pigments; Fluorescence; Electrochemistry; Density functional calculations; Chromophores; PHOTOINDUCED ELECTRON-TRANSFER; PHOTOPHYSICAL PROPERTIES; SOLAR CONCENTRATORS; ENERGY-TRANSFER; FLUORESCENCE; LIGHT; DYES; SWITCH; RECOMBINATION; MODULATION;
D O I
10.1002/ejoc.200900874
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
New dyes based on BODIPY and tell azine fluorophores connected through a phenyl spacer have been synthesized and their absorption, emission and electrochemical properties characterized BODIPY can be reversibly oxidized into a stable cation radical whereas tetrazine can be reduced to a stable anion tactical The electrochemical and absorption studies demonstrate that both fluorophores behave independently The bichromophoric compounds show an expected very weak emission by the BODIPY core that is quenched by the phenoxytetrazine mainly through energy transfer DFT calculations and spectroelectrochemistry experiments demonstrate that photoinduced election transfer and energy transfer remain possible when the tetrazine moiety is reduced electrochemically, which prevents switching on of the fluorescence of the BODIPY unit
引用
收藏
页码:2525 / 2535
页数:11
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