Supramolecular Double-Helical Polymers: Supramolecular Chiral Induction and Asymmetric Catalysis

Seeking a supramolecular chiral system induced by trace chiral molecules instead of traditional complex and expensive chiral ligands to achieve high yield or ee value conversion of the products is of great significance in asymmetric synthesis but still remains a challenge. Herein, two types of doubl...

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Bibliographic Details
Main Authors: Xiaojun Guo, Xinyu Jia, Qin He, Wengui Duan, Yanjun Zhang, Yan Huang, Luzhi Liu
Format: Article
Language:English
Published: MDPI AG 2025-03-01
Series:Molecules
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Online Access:https://www.mdpi.com/1420-3049/30/7/1517
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Summary:Seeking a supramolecular chiral system induced by trace chiral molecules instead of traditional complex and expensive chiral ligands to achieve high yield or ee value conversion of the products is of great significance in asymmetric synthesis but still remains a challenge. Herein, two types of double helical supramolecular chiral systems, (<i>M</i>)-<b>Helix</b> and (<i>P</i>)-<b>Helix</b>, with opposite chiral optics were constructed in situ using tyrosine-functionalized pillar[5]arene as inducers. These systems exhibit chiroptical stability and enable remarkable chirality amplification from 7 mol% chiral seeds. When applied to intermolecular olefin cyano-trifluoromethylation, (<i>M</i>)-<b>Helix</b> exhibits remarkable catalytic efficiency (yield up to 89%), whereas (<i>P</i>)-<b>Helix</b> achieves higher enantioselectivity (ee up to 84%). This research will provide new ideas for supramolecular chiral catalysts in organic asymmetric catalysis applications.
ISSN:1420-3049