Triptycene‐Based Chiral Macrocyclic Hosts for Highly Enantioselective Recognition of Chiral Guests Containing a Trimethylamino Group

作者：Geng‐Wu Zhang, Pengfei Li, Zheng Meng, Han‐Xiao Wang, Ying Han, Chuan‐Feng Chen · 发表于：Angewandte Chemie · 年份：2016 · DOI：10.1002/ange.201600911 · 被引用次数：62 · 研究领域：Supramolecular Chemistry and Complexes、Molecular Sensors and Ion Detection、Crystallography and molecular interactions

Abstract A new class of chiral macrocyclic arene composed of three chiral 2,6‐dihydroxyltriptycene subunits bridged by methylene groups was designed and synthesized. Structural studies showed that the macrocyclic molecule adopts a hex‐nut‐like structure with a helical chiral cavity and highly fixed conformation. Efficient resolution was achieved through the introduction of chiral auxiliaries to give a couple of enantiopure macrocycles, which exhibited high enantioselectivity towards three pairs of chiral compounds containing a trimethylamino group.