Synthesis and Optical Properties of Imidazole-Based Fluorophores having High Quantum Yields

被引:15
|
作者
Lessi, Marco [1 ]
Manzini, Chiara [1 ]
Minei, Pierpaolo [2 ]
Perego, Luca A. [1 ,2 ]
Bloino, Julien [2 ,3 ]
Egidi, Franco [2 ]
Barone, Vincenzo [2 ]
Pucci, Andrea [1 ]
Bellina, Fabio [1 ]
机构
[1] Univ Pisa, Dipartimento Chim & Chim Ind, I-56126 Pisa, Italy
[2] Scuola Normale Super Pisa, Classe Sci, I-56126 Pisa, Italy
[3] CNR, Ist Chim Composti Organometall, I-56125 Pisa, Italy
来源
CHEMPLUSCHEM | 2014年 / 79卷 / 03期
关键词
arylation; CC coupling; density functional calculations; fluorescence; imidazoles; INCLUDING FREE (NH)-IMIDAZOLE; CATALYZED DIRECT ARYLATION; DIRECT C-2 ARYLATION; H BOND ACTIVATION; HETEROAROMATIC-COMPOUNDS; ARYL HALIDES; EFFICIENT; AZOLES; 2,4(5)-DIARYL-1H-IMIDAZOLES; 4(5)-ARYL-1H-IMIDAZOLES;
D O I
10.1002/cplu.201300413
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of 1,4-phenylene-spaced bis-imidazoles with fluorescence quantum yields up to 0.90 and large Stokes shifts have been designed and synthesized using recently developed regioselective direct CH arylation protocols. All the fluorophores show a bright blue-green emission that is well retained in the solid state. DFT calculations attributed their excellent luminescence properties to the significant planarization of the molecules in the equilibrium structures of their excited electronic states.
引用
收藏
页码:366 / 370
页数:5
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