Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle
Chemical On/Off Switching of Mechanically Planar Chirality and Chiral Anion Recognition in a [2]Rotaxane Molecular Shuttle
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DOI：
10.1021/jacs.9b00941
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发表时间：
2019-06-12
影响因子：
15
通讯作者：
Credi, Alberto
中科院分区：
文献类型：
--
作者：
Corra, Stefano;de Vet, Christiaan;Credi, Alberto
我们利用可逆的酸碱触发的分子穿梭过程中切换适当设计的轮烷之间的前手性和机械平面手性形式。机械平面对映体和它们的相互转化，所产生的环穿梭，其特征在于通过NMR光谱。我们还表明，带正电的轮烷与光学活性阴离子的超分子相互作用会导致两种对映体共构象的数量不平衡。这一结果代表了手性分子识别的一个前所未有的例子，可以揭示创新的方法对映体选择性传感和催化。
We exploit a reversible acid base triggered molecular shuttling process to switch an appropriately designed rotaxane between prochiral and mechanically planar chiral forms. The mechanically planar enantiomers and their interconversion, arising from ring shuttling, have been characterized by NMR spectroscopy. We also show that the supramolecular interaction of the positively charged rotaxane with optically active anions causes an imbalance in the population of the two enantiomeric coconformations. This result represents an unprecedented example of chiral molecular recognition and can disclose innovative approaches to enantioselective sensing and catalysis.