Tröger’s Base-Embedded Pillararenes─Macrocycles with Both Fixed and Conformational Chirality
Conghao Shi, Heng Li, Wang Xie, Ranran Wang, Xiaoqi Wang, Xiancai Lu, Lin Chen, Juli Jiang, Leyong Wang
Abstract
Tröger’s base-embedded pillararenes ( P[1]TB[3]A ), which combine Tröger’s base ( TB ) with dialkoxybenzene units, were prepared via a fragment-coupling macrocyclization strategy. The TB unit in macrocycle P[1]TB[3]A provides a fixed chiral source, while 1,4-alkoxybenzene segments flip quickly to change their arrangement, which could provide reversible conformational chirality for those macrocycles. This rare example of macrocycles holding both fixed and conformational chirality lays a good foundation for expanding pillararenes using the fixed chiral source.
Topics & Concepts
ChemistryChirality (physics)Base (topology)StereochemistryCrystallographyNanotechnologyPhysicsMaterials scienceMathematicsQuantum mechanicsMathematical analysisNambu–Jona-Lasinio modelQuarkChiral symmetry breakingMolecular spectroscopy and chiralityAdvanced NMR Techniques and ApplicationsCrystallography and molecular interactions