N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties,The Journal of Organic Chemistry

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N,O π-Conjugated 4-Substituted 1,3-Thiazole BF2 Complexes: Synthesis and Photophysical Properties
The Journal of Organic Chemistry ( IF 3.3 ) Pub Date : 2018-01-17 00:00:00 , DOI: 10.1021/acs.joc.7b02239
Mykhaylo A. Potopnyk ₁ , Roman Lytvyn _{2,

3} , Yan Danyliv ₂ , Magdalena Ceborska ₄ , Oleksandr Bezvikonnyi ₂ , Dmytro Volyniuk ₂ , Juozas Vidas Gražulevičius ₂

Affiliation

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.

中文翻译：

Ñ，øπ缀合的4-取代的1,3-噻唑BF ₂配合物的合成和光物理性质

通过将2-氨基4-取代的1,3-噻唑与（4-二甲基氨基）苯甲酰氯酰化并随后进行BF ₂络合反应，设计并合成了一系列基于1,3-噻唑的有机硼配合物。研究了噻唑环4位上的取代基对配合物光物理性质的影响。合成的噻唑并[3,2- c ] [1,3,5,2]恶二氮杂嘌呤主要在溶液中显示出强烈的荧光。具有4,5-未取代噻唑单元的配合物表现出聚集诱导发射（AIE）效应，并且由于抑制了分子中的π–π / π– n相互作用，因此在固态下具有很高的荧光量子产率（94％）包装。

更新日期：2018-01-17

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