In this review, we highlight recent significant advancements for the systematic investigation of achiral, planar chiral and chiral configurations of pillar[5]arenes. Compared to the traditional macrocyclic molecule, these interesting frame structures have drawn a lot of attention in analytical chemistry and separation science in recent years, due to their unique superiority advantages such as pillar-shaped frame, electron-rich cavity and easy to functionalize. Although considering the abundant research results on pillar[5]arenes, there have been few reviews on the synthesis of planar chiral or chiral pillar[5]arenes, as well as summarizing from the perspective of separation science. From this review, we hope to provide a useful reference for researchers working in separation science and inspire new discoveries in the field of chiral pillar[5]arene-based separation materials. Finally, we have described the future perspectives of construction chiral pillar [5]arene, interactions and mechanisms between analytes may further enhance our understanding in this exciting field.

在这篇综述中，我们重点介绍了对柱[5]芳烃的非手性，平面手性和手性构型进行系统研究的最新进展。与传统的大环分子相比，近年来，这些有趣的骨架结构因其独特的优势（如柱状骨架，富电子腔和易于功能化）而在分析化学和分离科学领域引起了广泛关注。尽管考虑了对支柱[5]芳烃的大量研究成果，但关于平面手性或手性支柱[5]芳烃的合成以及从分离科学的角度进行综述的评论很少。通过此评论，我们希望为分离科学领域的研究人员提供有用的参考，并激发基于手性柱[5]芳烃的分离材料领域的新发现。最后，我们描述了构建手性支柱[5]芳烃的未来前景，分析物之间的相互作用和机理可能会进一步增进我们对该领域的认识。