3 years ago

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

N,O π-Conjugated
4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis
and Photophysical Properties
Oleksandr Bezvikonnyi, Magdalena Ceborska, Yan Danyliv, Dmytro Volyniuk, Juozas Vidas Gražulevičius, Roman Lytvyn, Mykhaylo A. Potopnyk
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 π–π/π–n interactions in the molecular packing.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b02239

DOI: 10.1021/acs.joc.7b02239

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