Self‐Assembly of Macrocyclic Triangles into Helicity‐Opposite Nanotwists by Competitive Planar over Point Chirality

作者：Weili Shang, Xuefeng Zhu, Yuqian Jiang, Jie Cui, Kaiang Liu, Tiesheng Li, Minghua Liu · 发表于：Angewandte Chemie International Edition · 年份：2022 · DOI：10.1002/anie.202210604 · 被引用次数：38 · 研究领域：Synthesis and Properties of Aromatic Compounds、Supramolecular Self-Assembly in Materials、Origins and Evolution of Life

While helix has elegant biomimetic structures and functionalities, it still remains a big question how the nanoscale helicity evolved from the molecular chiral building blocks across length scales. Herein, macrocyclic triangles composed of achiral edges and chiral vertices were rationally designed, in which the planar chirality emerged due to the restriction of edge rotation by intermolecular stackings and led to a unique chiral self-assembly. In contrast to the solution systems where the chiroptical property is exclusively dominated by the point chiral vertices, the emerged planar chirality was found to control the chiral self-assembly, resulting the nanotwist with the handedness determined by the planar chirality. Our work unveiled the self-assembly behaviors of macrocyclic conformers for the first time and provided a deep understanding on the macrocyclic chirality evolution including the excited-state chirality.