Department of Chemistry, Division of Molecular Imaging and Photonics, KU Leuven-University of Leuven, Celestijnenlaan 200F, 3001 Leuven, Belgium.
J Am Chem Soc. 2012 Feb 15;134(6):3171-7. doi: 10.1021/ja2106652. Epub 2012 Feb 3.
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.
一种手性的聚对苯乙炔衍生物具有脲基-三嗪氢键单元，在固/液界面自组装成氢键二聚体的行。扫描隧道显微镜揭示了手性畴的形成，但总体来说，表面仍然是外消旋的。添加一个能够通过氢键与二聚体相互作用的手性辅助剂，表明可以实现整体的组织手性，因为大多数畴都显示出相同的手性。用挥发性溶剂去除手性辅助剂后，可以捕获整体组织手性，从而产生记忆效应。通过这种简单的超分子方法，我们能够在空气/固界面上用手性分子创建具有优选手性的、具有特定手性的表面。
