Triazine- and Binaphthol-Based Chiral Macrocycles and Cages: Synthesis, Structure, and Solid-State Assembly
Huan Zhang, Yu‐Fei Ao, De‐Xian Wang, Qi‐Qiang Wang
Abstract
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, (S,S,S)-Cage features a D3-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.
Topics & Concepts
Enantiopure drugTriazineSolid-stateCrystal structureCrystallographyChemistryMaterials scienceStereochemistryOrganic chemistryEnantioselective synthesisCatalysisPhysical chemistrySupramolecular Chemistry and ComplexesMolecular Sensors and Ion DetectionMetal-Organic Frameworks: Synthesis and Applications