Halogen Bonding Mediated Hierarchical Supramolecular Chirality,ACS Nano

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Halogen Bonding Mediated Hierarchical Supramolecular Chirality
ACS Nano ( IF 15.8 ) Pub Date : 2021-08-27 , DOI: 10.1021/acsnano.1c06178
Shuguo An ₁ , Aiyou Hao ₁ , Pengyao Xing ₁

Affiliation

As a highly directional force, halogen bonds based on σ-holes have potential to manipulate supramolecular chirality and build functional chiral systems, which however are largely unexplored. In this work, we report the manipulation of supramolecular chirality in hierarchically self-assembled systems via intracomponent halogen bonds. Cholesteryl cyanostilbene conjugates and 1,3,5-trifluoro-2,4,6-triiodobenzene formed a C₃ symmetrical supramolecular complex with ultrahigh binding affinity and binding constants at 10¹¹ order of magnitude. The halogen bonded propeller geometries exhibited inversed chirality as well as chiroptical activity compared to the pristine helically orientated aggregates. Halogen bonds enabled the engineering of nanoarchitectures, affording supercoiled helical structures and highly aligned nanotubes. This work unveils the role of halogen bonds in controlling supramolecular chirality, establishing a protocol to build functional chiroptical materials from species containing σ-holes and halogenated domains.

中文翻译：

卤素键介导的分层超分子手性

作为一种高度定向的力，基于 σ 孔的卤素键具有操纵超分子手性和构建功能手性系统的潜力，但在很大程度上尚未被探索。在这项工作中，我们报告了通过组分内卤素键在分层自组装系统中操纵超分子手性。胆固醇氰基芪偶联物和 1,3,5-trifluoro-2,4,6-triiodobenzo 形成 C ₃对称超分子复合物，具有超高结合亲和力和结合常数在 10 ¹¹数量级。与原始螺旋取向的聚集体相比，卤素结合的螺旋桨几何形状表现出相反的手性以及手性活性。卤素键使纳米结构的工程成为可能，提供超螺旋结构和高度对齐的纳米管。这项工作揭示了卤素键在控制超分子手性中的作用，建立了一个协议，从包含 σ 孔和卤化域的物种构建功能性手性材料。

更新日期：2021-09-28

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