Self-assembly of partially oxidized pillar[5]arenes induced by intermolecular charge transfer interactions

Abstract

Supramolecular interactions such as π-π stacking interaction and charge transfer interaction have drawn much attention in the design and construction of various supramolecular assemblies. Herein, partially oxidized pillar[5]arene (P5A), pillar[4]arene[1]quinone (P4A1Q), pillar[3]arene[2]quinone (P3A2Q), and pillar[2]arene[3]quinone (P2A3Q) were synthesized by one-step reaction. As indicated by experimental characterization data and density function theory modeling results, charge transfer interaction among partially oxidized P5A plays a significant role in host-host self-assembly behavior and corresponding packing morphology. This work provides a unique strategy for the construction of functional macrocyclic assemblies through host-host self-assembly.