Synthesis, structural and spectroscopic properties of quinoxaline-bridged bisBODIPYs
Synthesis, structural and spectroscopic properties of quinoxaline-bridged bisBODIPYs
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喹喔啉桥联双BODIPYs的合成、结构和光谱性质
DOI：
10.1142/s1088424618500797
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发表时间：
2018
影响因子：
1.5
通讯作者：
Jiao Lijuan
中科院分区：
文献类型：
--
作者：
Yu Changjiang;Li Tingting;Wu Qinghua;Hu Wenbo;Hao Erhong;Jiao Lijuan
2，3-二(5-甲酰基吡咯-2-基)喹恶啉与3-乙基-2，4-二甲基吡咯缩合，再经Knovenagel反应修饰，合成了两种新型的喹恶啉桥联双BODIPY。通过X-射线衍射、核磁共振、高分辨质谱、紫外-可见光谱和荧光光谱对其结构进行了表征。这两个喹恶啉桥联的双BODIPY具有不同于典型BODIPY的独特的宽吸收带，它们分别在610 nm和730 nm附近表现出较宽的红移发射带，在1421-2136 cm范围内具有较大的斯托克斯位移。这两个双BODIPY都表现出不同程度的溶剂依赖性荧光，并且由于可能存在分子内电荷转移而在极性溶剂中表现出荧光猝灭。
Two novel quinoxaline-bridged bisBODIPYs have been synthesized by the condensation of 2,3-bis(5-formylpyrrol-2-yl)quinoxaline with 3-ethyl-2,4-dimethylpyrrole followed by a modification using a Knoevenagel reaction. They were well characterized by X-ray diffraction, NMR, HRMS UV-vis and fluorescence spectroscopy. These two quinoxaline-bridged bisBODIPYs have unusual broad absorption bands, which are different from those of typical BODIPYs They exhibit broad red-shifted emission bands centered at around 610 nm and 730 nm respectively with larger Stokes shifts at the range of 1421–2136 cmBoth bisBODIPYs show different extent solvent-dependent fluorescence and exhibit fluorescence quenching in polar solvents due to the existence of possible intramolecular charge transfer.