Chiral Recognition of Hexahelicene on a Surface via the Forming of Asymmetric Heterochiral Trimers
Chiral Recognition of Hexahelicene on a Surface via the Forming of Asymmetric Heterochiral Trimers
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通过形成不对称异手性三聚体对表面上的六螺旋烯进行手性识别
DOI：
10.3390/ijms20082018
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发表时间：
2019-04
影响因子：
5.6
通讯作者：
Yu Ping
中科院分区：
文献类型：
--
作者：
Zhang Hong;Liu Hong;Shen Chengshuo;Gan Fuwei;Su Xuelei;Qiu Huibin;Yang Bo;Yu Ping
螺旋分子间的手性识别在许多化学和生化过程中具有重要意义。这种复杂性需要研究可管理的模型系统，以便在分子水平上揭示手性识别的基本原理。本文报道了对映纯和外消旋六螺旋烯在Au（111）表面的自组装过程中的手性识别。结合扫描隧道显微镜（STM）和原子力显微镜（AFM）测量，发现非对称异手性三聚体是Au（111）上外消旋螺旋烯自组装的一种新型构件。通过人工分离研究了杂手性三聚体的分子间识别，从而明确了每个螺旋烯分子的绝对构型，从而确定了该三聚体的手性为“2+1”。这些异手性三聚体在不同覆盖度上表现出较强的稳定性，理论计算也支持了这一结论。我们的结果为理解螺旋分子的分子间识别提供了有价值的见解。
Chiral recognition among helical molecules is of essential importance in many chemical and biochemical processes. The complexity necessitates investigating manageable model systems for unveiling the fundamental principles of chiral recognition at the molecular level. Here, we reported chiral recognition in the self-assembly of enantiopure and racemic hexahelicene on a Au(111) surface. Combing scanning tunneling microscopy (STM) and atomic force microscopy (AFM) measurements, the asymmetric heterochiral trimers were observed as a new type of building block in racemic helicene self-assembly on Au(111). The intermolecular recognition of the heterochiral trimer was investigated upon manual separation so that the absolute configuration of each helicene molecule was unambiguously determined one by one, thus confirming that the trimer was “2+1” in handedness. These heterochiral trimers showed strong stability upon different coverages, which was also supported by theoretical calculations. Our results provide valuable insights for understanding the intermolecular recognition of helical molecules.
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