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

Jingjing Cao, Jinping Zhang, Fan Zhang, Zhengxin Kang, Lijuan Jiao, Zhongyuan Li, Erhong Hao

2024Organic Letters11 citationsDOI

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.

Topics & Concepts

Enantioselective synthesisChemistryAxial symmetryModular designFluorescenceSuzuki reactionCoupling (piping)Combinatorial chemistrySolid-statePhotochemistryCatalysisAxial chiralityNanotechnologyOrganic chemistryOpticsMaterials sciencePalladiumPhysicsComputer sciencePhysical chemistryMetallurgyQuantum mechanicsOperating systemLuminescence and Fluorescent MaterialsNanoplatforms for cancer theranosticsPolydiacetylene-based materials and applications