Induction of Chirality in an Achiral Monolayer at the Liquid/Solid Interface by a Supramolecular Chiral Auxiliary
Induction of Chirality in an Achiral Monolayer at the Liquid/Solid Interface by a Supramolecular Chiral Auxiliary
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DOI：
10.1021/ja2106652
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发表时间：
2012-02-15
影响因子：
15
通讯作者：
De Feyter, Steven
中科院分区：
文献类型：
--
作者：
De Cat, Inge;Guo, Zongxia;De Feyter, Steven
具有脲基-三嗪氢键单元的非手性寡聚（对苯撑亚乙烯基）衍生物在液/固界面处自组装成排氢键二聚体。扫描隧道显微镜揭示了手性域的形成，但总体而言，表面仍然是外消旋的。添加的手性助剂，这是能够通过氢键与二聚体相互作用，表明全球组织手性可以实现，因为大多数的域显示相同的手性。在用挥发性溶剂除去手性助剂后，整体组织手性可以被捕获，显示出记忆效应。通过这种简单的超分子方法，我们能够在空气/固体界面处创建由非手性分子组成的具有优选手性的手性表面。
An achiral oligo(p-phenylene vinylene) derivative with a ureido-triazine hydrogen bonding unit self-assembles into rows of hydrogen bonded dimers at the liquid/solid interface. Scanning tunneling microscopy reveals the formation of chiral domains, but overall, the surface remains racemic. Addition of a chiral auxiliary which is able to interact with the dimers through hydrogen bonding, showed that global organizational chirality could be achieved since a majority of the domains show the same handedness. After removing the chiral auxiliary with a volatile solvent, the global organizational chirality could be trapped, revealing a memory effect. With this straightforward supramolecular approach, we were able to create a chiral surface with preferred handedness composed of achiral molecules at the air/solid interface.