柱芳烃固有手性研究进展

Research Progress of Inherently Chiral Pillararenes

柱[5]芳烃是通过亚甲基桥在五个对苯二酚苯环对位连接而成的一类高度对称的大环分子。该分子为五棱柱形,这种空间排列和由此产生的非平面构象赋予了柱[5]芳烃固有手性。综述了手性柱[5]芳烃的合成及拆分方法,并重点介绍了手性转换及其在金属有机骨架(MOF)和不对称合成中的应用。

Pillar[5]arenes, a class of highly-symmetric macrocycles that resemble pentagonal prisms, consist of five hydroquinone units linked by methylene bridges on para-positions. On account of this spatial arrangement and the resulting non-planar conformations, pillar[5]arenes are inherently chiral. In this paper, the syntheses and resolution of chiral pillar[5]arenes were summarized. Their chiral switching behavior, as well as applications in metal-organic framework(MOF) and asymmetric synthesis, was also highlighted.