One-pot, two-step synthesis and photophysical properties of 2-(5-phenylindol-3-yl) benzimidazole derivatives

被引:18
作者
Lyu, Liu [1 ]
Cai, Liu [1 ]
Wang, Yun [2 ]
Huang, Jinfeng [1 ]
Zeng, Xiangchao [1 ]
Liu, Porun [2 ]
机构
[1] Jinan Univ, Coll Chem & Mat Sci, Guangzhou 510632, Guangdong, Peoples R China
[2] Griffith Univ, Ctr Clean Environm & Energy, Gold Coast Campus, Southport, Qld 4222, Australia
关键词
HOLE TRANSPORT MATERIALS; BIOLOGICAL EVALUATION; FLUORESCENT SENSOR; FLUORIDE-ION; IN-VITRO; EFFICIENT; DESIGN; CHEMOSENSOR; INHIBITION; AGENTS;
D O I
10.1039/c7ra09864b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient one-pot, two-step procedure has been successfully applied for the synthesis of a series of 2-(5-phenylindol- 3-yl) benzimidazoles. The first step was cyclocondensation-oxidation of 5-bromoindole-3-aldehydes with o-phenylenediamines in 1,4-dioxane, which was promoted by activated carbon and used atmospheric air as a "green" oxidant. The resulting 2-(5-bromoindol-3-yl) benzimidazoles in the pot were in situ coupled with postadded phenylboronic acids, and catalyzed with PdCl2(dppf) in 1,4-dioxane-H2O to afford the desired compounds with satisfactorily high yields. The relationship between the synthesized compounds' absorption, and fluorescence spectra with molecular structures has been investigated with experimental data and theoretical calculations.
引用
收藏
页码:49374 / 49385
页数:12
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