ArticleNature chemistry2025
Modular enantioselective assembly of multi-substituted boron-stereogenic BODIPYs.
Article in Nature chemistry, 2025. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 13 papers.
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Who cites it
13 citing papers in PubMed.
- Enantioenriched Alkylboron Synthesis Via a Chiral Diborylalkane Platform.Journal of the American Chemical Society · 2026Article
- Cobalt-Catalyzed Asymmetric Construction of Boron Stereocenters With C-N Axial Chirality.Advanced science (Weinheim, Baden-Wurttemberg, Germany) · 2026Article
- Construction of boron-stereogenic BODIPYs through organo-catalyzed enantioselective formal C(spNature communications · 2026Article
- Strategic 1,n-migration of boronate complexes: a novel platform for remote C-C bond construction.Molecular diversity · 2026Review
- Organocatalytic iminium-assisted asymmetric B(sp²)-to-B(sp³) transformation.Nature communications · 2025Article
- Rhodium-catalyzed construction of boron-based point and axial chirality via asymmetric annulation of alkynylborons.Nature communications · 2025Article
- Streamlined construction of boron-stereogenic BODIPY library for near-infrared bioimaging.Nature communications · 2025Article
- Article
- Phase-transfer-catalyst enabled enantioselective C-N coupling to access chiral boron-stereogenic BODIPYs.Nature communications · 2025Article
- Triazine-Modified Color-Responsive Triarylboron/Acridine Fluorescent Probe with Multi-Channel Charge Transfer for Highly Sensitive Fluoride Ion Detection.Molecules (Basel, Switzerland) · 2025Article
- Accessing carbon, boron and germanium spiro stereocentres in a unified catalytic enantioselective approach.Nature catalysis · 2025Article
- BODIPY Compounds Substituted on Boron.Molecules (Basel, Switzerland) · 2024Review
- Abiotic anammox by a naturally occurring mineral.Nature chemistry · 2024Article
Corrections and comments
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Authors and funding
7 authors.
Funding
Abstract
Boron dipyrromethenes (BODIPYs) are some of the most popular and indispensable tetracoordinate boron compounds and have found widespread applications owing to their excellent spectroscopic and photophysical properties. BODIPYs possessing boron-stereogenic centres are scarce, and strategies for the synthesis of enantioenriched boron-stereogenic BODIPYs with structural diversity remain underdeveloped. In theory, the BODIPY core skeleton has several sites that could be decorated with different substituents. However, due to the lack of general and efficient asymmetric synthetic methods, this potential diversity of chiral BODIPYs has not been exploited. Here we demonstrate a modular enantioselective assembly of multi-substituted boron-stereogenic BODIPYs in high efficiency with excellent enantioselectivities. Key to the success is the Pd-catalysed desymmetric Suzuki cross-coupling, enabling the precise discrimination of the two α C-Cl bonds of the designed prochiral BODIPY scaffold, giving access to a wide range of highly functionalized boron-stereogenic BODIPYs. Derivatizations, photophysical properties and applications in chiral recognition of the obtained optical BODIPYs are further explored.
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Registered trials
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