Helical supramolecular polymers with rationally designed binding sites for chiral guest recognition
Helical supramolecular polymers with rationally designed binding sites for chiral guest recognition
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DOI：
10.1038/s41467-020-16127-6
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发表时间：
2020-05-08
影响因子：
16.6
通讯作者：
Ishida, Yasuhiro
中科院分区：
文献类型：
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作者：
Salikolimi, Krishnachary;Praveen, Vakayil K.;Ishida, Yasuhiro
自从各种螺旋超分子聚合物问世以来，它们在分子手性识别方面的应用一直受到人们的期待，但尚未得到广泛研究。到目前为止，只有少数几个手性反应的例子被报道，但没有手性分离。在这里，我们报道了螺旋超分子聚合物在手性客体分子对映体分离中的应用。这种超分子聚合物的单体是树枝状羧酸与对映体纯氨基醇的盐对。在非极性溶剂中，这种盐对通过氢键堆叠形成螺旋聚合物。与这种羧酸结合，各种氨基醇提供超分子聚合物，其螺旋手性由氨基醇的立体化学决定。当两种具有相同手性的盐混合时，它们发生共聚，而具有相反手性的盐则不发生共聚。由于这种立体选择性共聚，螺旋超分子聚合物可以使手性氨基醇的对映体组成发生偏移。自从各种螺旋超分子聚合物问世以来，人们对其在分子手性识别中的应用进行了预期，但尚未得到广泛的研究。在这里，作者报告了螺旋超分子聚合物的手性客体分子的对映体分离的应用。
Since various helical supramolecular polymers became available, their application to molecular chirality recognition have been anticipated but not extensively studied. So far, only a few examples of chiral reactions have been reported, but none for chiral separation. Here, we report the application of a helical supramolecular polymer to the enantio-separation of chiral guest molecules. The monomer of this supramolecular polymer is the salt-pair of a dendritic carboxylic acid with an enantiopure amino alcohol. In an apolar solvent, this salt-pair stacks via hydrogen bonds to form a helical polymer. In conjunction with this carboxylic acid, various amino alcohols afford supramolecular polymers, whose helical handedness is determined by the stereochemistry of the amino alcohols. When two salts with the same chirality are mixed, they undergo copolymerization, while those with opposite chirality do not. Owing to this stereoselective copolymerizability, the helical supramolecular polymer could bias the enantiomeric composition of chiral amino alcohols. Since various helical supramolecular polymers became available, their application in molecular chirality recognition have been anticipated but not extensively studied. Here, the authors report the application of a helical supramolecular polymer for the enantio separation of chiral guest molecules.