Zhang Huan, Ao Yu-Fei, Wang De-Xian, Wang Qi-Qiang
Beijing National Laboratory for Molecular Sciences, CAS Key Laboratory of Molecular Recognition and Function, Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China.
University of Chinese Academy of Sciences, Beijing 100049, China.
J Org Chem. 2022 Mar 4;87(5):3491-3497. doi: 10.1021/acs.joc.1c03052. Epub 2022 Feb 16.
A series of triazine- and binaphthol-based homochiral and heterochiral macrocycles and cages were easily synthesized. Either fragment coupling or a one-pot approach afforded the desired products in 52-91% yields on a multigram scale as enantiopure forms. As disclosed by the crystal structures, these macrocycles and cages possess intriguing chiral cavities and assembly properties. In particular, ()- features a -symmetric double-faced propeller-like structure with three chiral pockets at the side. It forms a highly ordered hexagonal column-like assembly and multiple distinct helical channels in its crystal.
