Chiral macrocycles possess significant value in chiral science and supramolecular chemistry. Pillararenes, as a class of relatively young supramolecular macrocyclic hosts, have been widely used for host–guest recognition and self-assembly. Since the position of substituents on the benzene rings breaks the molecular symmetry (symmetric plane and symmetric center), pillararenes possess planar chirality. However, it is a great challenge to synthesize stable and resolvable enantiomers because of the easy rotation of the phenylene group. In this review, we summarize the construction methods of resolvable chiral pillararenes. We also focus on their applications in enantioselective recognition, chiral switches, chirality sensing, asymmetric catalysis, circularly polarized luminescence, metal–organic frameworks, and highly permeable membranes. Finally, we discuss the future research perspectives in this field of pillararene-based planar chiral materials. We hope that this review will encourage more researchers to work in this exciting field.

中文翻译：

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Pillararenes：迷人的平面手性大环芳烃

手性大环化合物在手性科学和超分子化学中具有重要价值。柱芳烃作为一类相对年轻的超分子大环宿主，已被广泛用于主客体识别和自组装。由于苯环上取代基的位置打破了分子对称性（对称平面和对称中心），柱芳烃具有平面手性。然而，由于亚苯基易于旋转，合成稳定且可解析的对映异构体是一个巨大的挑战。在这篇综述中，我们总结了可分解手性柱芳烃的构建方法。我们还专注于它们在对映选择性识别、手性开关、手性传感、不对称催化、圆偏振发光、金属有机框架和高渗透膜中的应用。最后，我们讨论了基于柱芳烃的平面手性材料这一领域的未来研究前景。我们希望这篇综述能鼓励更多的研究人员在这个令人兴奋的领域工作。