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苯并[4,5]噻唑并[3,2 - c][1,3,5,2]氧杂二氮杂硼环壬烷:合成、结构及光物理性质

Benzo[4,5]thiazolo[3,2- c][1,3,5,2]oxadiazaborinines: Synthesis, Structural, and Photophysical Properties.

作者信息

Potopnyk Mykhaylo A, Volyniuk Dmytro, Ceborska Magdalena, Cmoch Piotr, Hladka Iryna, Danyliv Yan, Gražulevičius Juozas Vidas

机构信息

Institute of Organic Chemistry , Polish Academy of Sciences , Kasprzaka 44/52 , Warsaw 01-224 , Poland.

Department of Polymer Chemistry and Technology , Kaunas University of Technology , Radvilenu pl. 19 , Kaunas LT-50254 , Lithuania.

出版信息

J Org Chem. 2018 Oct 5;83(19):12129-12142. doi: 10.1021/acs.joc.8b02098. Epub 2018 Sep 12.

Abstract

A family of highly emissive benzo[4,5]thiazolo[3,2- c][1,3,5,2]oxadiazaborinines, conjugated with the donor 4-dimethylaminophenyl group, was designed and synthesized. Their photophysical, both in solution and in the solid state, and structural properties were investigated. The influence of donor and acceptor substituents (R) in the benzothiazole unit on photophysical properties of complexes was found out. The tetrafluorobenzothiazole analogue exhibits nonbonded nuclear spin-spin coupling between fluorines from the BF group and α-fluorine atom at the benzene ring. Additionally, this boron complex demonstrates a comparatively high solid-state fluorescence quantum yield (Φ = 0.34).

摘要

设计并合成了一族与供体4-二甲基氨基苯基共轭的高发射性苯并[4,5]噻唑并[3,2 - c][1,3,5,2]恶二唑硼嗪。研究了它们在溶液和固态中的光物理性质以及结构性质。发现了苯并噻唑单元中供体和受体取代基(R)对配合物光物理性质的影响。四氟苯并噻唑类似物在BF基团的氟与苯环上的α-氟原子之间表现出非键合核自旋-自旋耦合。此外,这种硼配合物表现出相对较高的固态荧光量子产率(Φ = 0.34)。

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