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[JACS] 我室曹晓宇教授发表论文:Chiral Molecular Cage with Tunable Stereoinversion Barriers

发布日期:2023年09月01日   浏览次数:

我室曹晓宇教授在 JACS 上发表论文:Chiral Molecular Cage with Tunable Stereoinversion Barriers

摘要:The manipulation of chirality in molecular entities that rapidly interconvert between enantiomeric forms is challenging, particularly at the supramolecular level. Advances in controlling such dynamic stereochemical systems offer opportunities to understand chiral symmetry breaking and homochirality. Herein, we report the synthesis of a face-rotating tetrahedron (FRT), an organic molecular cage composed of tridurylborane facial units that undergo stereomutations between enantiomeric trefoil propeller-like conformations. After resolution, we show that the racemization barrier of the enantiopure FRT can be regulated in situ through the reversible binding of fluoride anions onto the tridurylborane moieties. Furthermore, the addition of an enantiopure phenylethanol to the FRT can effectively induce chirality of the molecular cage by preferentially binding to one of its enantiomeric conformers. This study presents a new paradigm for controlling dynamic chirality in supramolecular systems, which may have implications for asymmetric synthesis and dynamic stereochemistry.

文章链接:https://pubs.acs.org/doi/10.1021/jacs.3c04761