Homochiral supramolecular polymerization of bowl-shaped chiral macrocycles in solution

Abstract

Chiral monomers 1 and 2, carrying C₄- and C₃-symmetric bowl-shape peptidic macrocycle cores, respectively, undergo supramolecular polymerization in solution via van der Waals and hydrogen bonding interactions. Size-exclusion chromatographic studies, using UV and CD detectors, on the supramolecular copolymerization of their enantiomers demonstrated that these monomers are the first chiral macrocycles that polymerize enantioselectively with a strong preference for chiral self-sorting.