N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties

被引：39
|
作者：
Potopnyk, Mykhaylo A. [1 ]
Lytvyn, Roman [2 ,3 ]
Danyliv, Yan [2 ]
Ceborska, Magdalena [4 ]
Bezvikonnyi, Oleksandr [2 ]
Volyniuk, Dmytro [2 ]
Grazulevicius, Juozas Vidas [2 ]
机构：
[1] Polish Acad Sci, Inst Organ Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
[2] Kaunas Univ Technol, Dept Polymer Chem & Technol, Radvilenu Pl 19, LT-50254 Kaunas, Lithuania
[3] Ivan Franko Natl Univ Lviv, Dept Organ Chem, Kyryla & Mefodia St 6, UA-79005 Lvov, Ukraine
[4] Polish Acad Sci, Inst Phys Chem, Kasprzaka 44-52, PL-01224 Warsaw, Poland
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 03期
关键词：
AGGREGATION-INDUCED EMISSION; FACILE SYNTHESIS; BORON COMPLEXES; BODIPY DYES; FLUORESCENCE; STATE; SUBSTITUENT; 2-(2'-HYDROXYPHENYL)BENZOXAZOLE; ENHANCEMENT; ABSORPTION;
D O I：
10.1021/acs.joc.7b02239
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of 1,3-thiazole-based organoboron complexes has been designed and synthesized by acylation of 2-amino 4-subsituted 1,3-thiazoles with (4-dimethylamino)-benzoyl chloride and the subsequent BF2 complexation reaction. The influence of substituents in position 4 of the thiazole ring on photophysical properties of the complexes has been investigated. Synthesized thiazolo [3,2-c] [1,3,5,2]-oxadiazaborinines mainly showed intensive fluorescence in solutions. Complex with a 4,5-unsubstituted thiazole unit demonstrated an aggregation induced emission (AIE) effect and a very high fluorescent quantum yield (94%) in the solid state because of the inhibition of pi-pi/pi-n interactions in the molecular packing.
引用
收藏
页码：1095 / 1105
页数：11
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