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带有π-扩展吡啶配体的二氟化硼配合物作为有机荧光染料的合成与表征

Synthesis and Characterization of Boron Difluoride Complexes Bearing π-Expanded Pyridine Ligands as Organic Fluorochromes.

作者信息

Nakano Takeo, Sumida Akifumi, Naka Kensuke

机构信息

Material Innovation Lab, Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

Faculty of Molecular Chemistry and Engineering, Graduate School of Science and Technology Kyoto Institute of Technology, Goshokaido-cho, Matsugasaki, Sakyo-ku, Kyoto 606-8585, Japan.

出版信息

J Org Chem. 2021 Apr 16;86(8):5690-5701. doi: 10.1021/acs.joc.1c00201. Epub 2021 Mar 29.

Abstract

Novel boron complexes bearing pyrrole and π-expanded pyridine structures, such as quinoline, isoquinoline, and phenanthridine, were prepared. These compounds showed the fluorescence emission characters in both solution and solid state. Particularly, several complexes in solution exhibited high fluorescence quantum yield with Stokes shift values being four to five times larger than that of boron dipyrromethenes (BODIPYs). The present paper describes the optical properties of these novel boron complexes as well as their halogenated derivatives from the results of both experimental and computational studies.

摘要

制备了带有吡咯和π-扩展吡啶结构(如喹啉、异喹啉和菲啶)的新型硼配合物。这些化合物在溶液和固态中均表现出荧光发射特性。特别是,溶液中的几种配合物表现出高荧光量子产率,斯托克斯位移值比硼二吡咯亚甲基(BODIPYs)大四到五倍。本文通过实验和计算研究结果描述了这些新型硼配合物及其卤代衍生物的光学性质。

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