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用于模块化构建具有明亮固态发射的轴向手性BODIPY的催化对映选择性铃木偶联反应。

A Catalytic Enantioselective Suzuki Coupling for the Modular Construction of Axially Chiral BODIPYs with Bright Solid-State Emission.

作者信息

Cao Jingjing, Zhang Jin-Ping, Zhang Fan, Kang Zhengxin, Jiao Lijuan, Li Zhong-Yuan, Hao Erhong

机构信息

Anhui Laboratory of Molecule-Based Materials; Key Laboratory of Functional Molecular Solids, Ministry of Education; School of Chemistry and Materials Science, Anhui Normal University, Wuhu 241002, China.

出版信息

Org Lett. 2025 Jan 10;27(1):173-179. doi: 10.1021/acs.orglett.4c04123. Epub 2024 Dec 17.

Abstract

The development of chiral BODIPYs attracts remarkable interest due to their unique properties, structural diversity, and good photochemical stability, whereas achieving the construction of chiral BODIPYs maintains scarce. Herein, we present an enantioselective synthesis of axially chiral BODIPYs through Suzuki-Miyaura coupling. The newly synthesized chiral BODIPYs and the coassembly showed desirable photophysical properties, including high fluorescence quantum yields and intense CPL, both in solution and the solid state.

摘要

由于其独特的性质、结构多样性和良好的光化学稳定性,手性硼二吡咯(BODIPYs)的发展引起了极大的关注,然而,实现手性BODIPYs的构建仍然很少见。在此,我们通过铃木-宫浦(Suzuki-Miyaura)偶联反应实现了轴向手性BODIPYs的对映选择性合成。新合成的手性BODIPYs及其共组装体在溶液和固态中均表现出理想的光物理性质,包括高荧光量子产率和强烈的圆偏振发光(CPL)。

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