Novel fluorescent N,O-chelated fluorine-boron benzamide complexes containing thiadiazoles: Synthesis and fluorescence characteristics

A series of N-(5-phenyl-1,3,4-thiadiazol-2-yl)benzamide derivatives and their corresponding BF2 complexes were synthesized, and their photophysical properties were determined. The effect of the derivatives with various substituents on the benzamide ring and phenyl-1, 3, 4-thiadiazole ring were exami...

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Bibliographic Details
Published in:Tetrahedron 2018-08, Vol.74 (31), p.4161-4167
Main Authors: Zhang, Kan, Zheng, Hao, Hua, Chaojun, Xin, Ming, Gao, Jianrong, Li, Yujin
Format: Article
Language:English
Subjects:
AIEE
BF2 complexes
Blue fluorescence
Quantum yield
Solid state
Stokes shifts
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Summary:A series of N-(5-phenyl-1,3,4-thiadiazol-2-yl)benzamide derivatives and their corresponding BF2 complexes were synthesized, and their photophysical properties were determined. The effect of the derivatives with various substituents on the benzamide ring and phenyl-1, 3, 4-thiadiazole ring were examined in different organic solvents and in the solid state. These dyes enjoy a series of excellent photophysical properties including the large Stokes shift, solid-state fluorescence, and aggregation-induced emission effect (AIEE). [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2017.08.023