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首页> 外文期刊>Chemistry: A European journal >Hexabenzocoronene Graphitic Nanocoils Appended with Crown Ethers: Supramolecular Chirality Induced by Host–Guest Interaction
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Hexabenzocoronene Graphitic Nanocoils Appended with Crown Ethers: Supramolecular Chirality Induced by Host–Guest Interaction

机译：六苯并激壬烯石墨纳米载体附加冠醚：宿主互动诱导的超分子手性

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摘要

We have designed and synthesized two new achiral hexa-peri-hexabenzocoronene (HBC) derivatives, HBC~(CE) and HBC~(TEG-CE), which bear the crown ether as the pendant for the amino acid binding site. The HBC~(CE) self-assembled into a racemic mixture of P- and M-handed helical nanocoils, however, in the presence of chiral amino acid guests, it formed helical nanocoils with one-handed screw sense. The effects of the concentration, type and configuration of the guests on the induced circular dichroism (ICD) during the co-assembly of HBC~(CE) with chiral amino acids were also investigated. Additionally, after complete removal of the chiral guests, the optically active nanocoils did not racemize, even in the presence of excess amino acids with the opposite configuration. In contrast, HBC~(TEG-CE) with a long triethylene glycol (TEG) chain between the crown ether group and the HBC unit did not exhibit ICD during the co-assembly with chiral amino acids.
机译：我们设计并合成了两种新的Adiral Hexa-Peri-Hexabendoron（HBC）衍生物，HBC〜（Ce）和HBC〜（TEG-Ce），其承载冠醚作为氨基酸结合位点的吊坠。 HBC〜（Ce）自组装成P-和M手螺旋纳米膜的外消旋混合物，然而，在手性氨基酸的客人存在下，它用单手螺杆感形成螺旋纳米膜。 还研究了在HBC〜（Ce）的诱导圆形二色性（ICD）上具有手性氨基酸的诱导圆形二色性（ICD）的浓度，类型和配置的影响。 此外，在完全删除手性客人之后，光学活性纳米膜也没有出色化，即使在具有相反构型的过量的氨基酸存在下也没有出色化。 相反，HBC〜（TEG-CE）具有在冠醚基团和HBC单元之间的长三乙二醇（TEG）链的链条在共同组装中没有在具有手性氨基酸期间表现出ICD。

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