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Chirality Transfer in Coassembled Organogels Enabling Wide-Range Naked-Eye Enantiodifferentiation

Enantiodifferentiation is crucial in organic chemistry, pharmacochemistry, material chemistry, and life science. However, it remains tremendously challenging to achieve a broad enantioselectivity to different types of chiral substrates via a single-material design. Here, we report a coassembled orga...

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Bibliographic Details
Published in:ACS nano 2019-11, Vol.13 (11), p.12438-12444
Main Authors: Yue, Bingbing, Yin, Liyuan, Zhao, Wandong, Jia, Xiaoyong, Zhu, Mingjie, Wu, Bin, Wu, Si, Zhu, Liangliang
Format: Article
Language:English
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Summary:Enantiodifferentiation is crucial in organic chemistry, pharmacochemistry, material chemistry, and life science. However, it remains tremendously challenging to achieve a broad enantioselectivity to different types of chiral substrates via a single-material design. Here, we report a coassembled organogel strategy with chirality transfer to make an enantioselective generality possible. This coassembly contains two components: a chiral rigid molecular linker and an achiral block copolymer. Different from routine helically packed chiral self-assemblies, chirality transfer from the linker to the copolymer directed the coassembly to form a phase-segregated twisted nanofiber, in cooperation with H-bonding and microphase segregation. An organogel was accordingly formed by the further cross-linking in ethanol, where the rigid chiral linker served as the scaffold. On this basis, the system becomes highly sensitive, enabling a naked-eye sensing toward the single enantiomer of a diverse series of chiral species (including axial, point, planar, and polymeric chirality) via gel-to-micelle transformation, due to the asymmetric interaction hampering the chirality transfer in the coassembly and destroying the hierarchical structure. Such a strategy, based on a significant amplification of the stereoselective interactions, facilitates a simple and straightforward way to distinguish a broad optical activity independent of devices.
ISSN:1936-0851
1936-086X
DOI:10.1021/acsnano.9b06250