By constructing a supramolecular light-harvesting chiral nanotube in the aqueous phase, we demonstrate a cooperative energy and chirality transfer. It was found that a cyanostilbene-appended glutamate compound (CG) self-assembled into helical nanotubes exhibiting both supramolecular chirality and circularly polarized luminescence (CPL). When two achiral acceptors, ThT and AO, with different energy bands were co-assembled with the nanotube, the CG nanotube could transfer its chirality to both of the acceptors. The excitation energy could be transferred to ThT but only be sequentially transferred to AO. During this process, the CPL ascribed to the acceptor could be sequentially amplified. This work provides a new insight into the understanding the cooperative chirality and energy transfer in a chiral supramolecular system, which is similar to the natural light-harvesting antennas.
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http://dx.doi.org/10.1002/anie.201812642 | DOI Listing |
Chem Asian J
January 2025
Key Laboratory of Biocatalysis & Chiral Drug Synthesis of Guizhou Province, Generic Drug Research Center of Gui-zhou Province, Green Pharmaceuticals Engineering Research Center of Guizhou Province, School of Pharmacy, Zunyi Medical University, Zunyi, 563006, P. R. China.
N-acyl/sulfonyl-α-phosphonated 1,2,3,4-tetrahydroiso-quinolines (THIQs) are significant structural motifs in organic synthesis and drug discovery. However, the one-pot approach enabling direct difunctionalization of THIQs remains challenging. Herein we report a photomediated one-pot multicomponent cascade reaction to access N-acyl/sulfonyl-α-phosphonated THIQs via twice acyl/sulfonyl iminium.
View Article and Find Full Text PDFJ Am Chem Soc
January 2025
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
Exploiting novel noncovalent interactions for catalysis design represents a fascinating direction. For the flexible and relatively weak anion-π interactions, manipulation of two or more π-acidic surfaces for cooperative activation is highly desirable. Here, we demonstrate the strategy of cooperative anion-π catalysis based on chiral molecular cages with V-shaped electron-deficient cavities for synergic binding and activation of dicarbonyl electrophiles toward highly enantioselective desymmetrization transformation.
View Article and Find Full Text PDFTetrahedron Lett
October 2024
Department of Chemistry, University of California, Berkeley, CA 94720, USA.
Neutral dual hydrogen bond donors (HBDs) are effective catalysts that enhance the electrophilicity of substrates or the Lewis/Brønsted acidity of reagents through an anion-binding mechanism. Despite their success in various enantioselective organocatalytic reactions, their application to transition metal catalysis remains rare. Herein, we report the activation of gold(I) precatalysts by chiral ureas, leading to enantioselective hydroarylation of allenes with indoles.
View Article and Find Full Text PDFPhys Rev Lett
December 2024
Institute of Precision Optical Engineering, School of Physics Science and Engineering, Tongji University, Shanghai 200092, China.
Harnessing chiral optical forces facilitates numerous applications in enantioselective sorting and sensing. To date, significant challenges persist in substantiating the holistic complex theorem of these forces as experimental demonstrations employ common light waves (e.g.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
December 2024
Guangdong Basic Research Center of Excellence for Energy and Information Polymer Materials, State Key Laboratory of Luminescent Materials and Devices, South China University of Technology, Wushan Road 381, Tianhe District, Guangzhou, 510640, Guangdong Province, P. R. China.
The exploration of circularly polarized luminescence is important for advancing display and lighting technologies. Herein, by utilizing isomeric molecular engineering, a novel series of chiral molecules are designed to exploit both thermally activated delayed fluorescence (TADF) and room-temperature phosphorescence (RTP) mechanisms for efficient luminescence. The cooperation of a small singlet-triplet energy gap, moderate spin-orbital coupling (SOC), and large oscillator strength enables efficient TADF emission, with photoluminescence quantum yields exceeding 90 %.
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