Benzo[4,5]thiazolo[3,2‑<i>c</i>][1,3,5,2]oxadiazaborinines: Synthesis, Structural, and Photophysical Properties

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 BF2 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).本研究设计并合成了一系列高发射率的苯并[4,5]噻唑并[3,2-c][1,3,5,2]氧杂二氮杂硼杂环（benzo[4,5]thiazolo[3,2-c][1,3,5,2]oxadiazaborinines）类化合物，该类化合物与给体基团4-二甲氨基苯基（4-dimethylaminophenyl）共轭。研究对该系列化合物在溶液及固态下的光物理（photophysical）性质与结构特性展开了系统表征。探究了苯并噻唑单元上的给体与受体取代基R对该配合物光物理性质的影响。其中，四氟苯并噻唑类似物展现出二氟硼（BF₂）基团的氟原子与苯环上α位氟原子之间的非键核自旋-自旋耦合作用。此外，该硼配合物展现出较高的固态荧光量子产率（Φ = 0.34）。