Hierarchically Evolved Supramolecular Chirality Mediated by Arene-Perfluoroarene Interaction.

Rational utilization of diverse weak forces in directing multiple-constituent chiral coassemblies is of vital importance in fabricating functional chiroptical materials. In this work, arene-perfluoroarene (AP) and hydrogen bonds were orthogonally employed to afford synergistic binary and ternary coassemblies. On the supramolecular scale, amino acids were connected to achiral pyrene moieties, which packed into supramolecular tilt chirality individually. The modified aromatic amino acids coassembled with melamine and octafluoronaphthalene (OFN) through multiple hydrogen bond and AP interactions, respectively, to construct binary and ternary systems. The introduction of hydrogen bonds and AP interactions shall alter the nanostructures and luminescent properties. Emergence of macroscopic chirality at nanoscale was realized, accompanied by the inversion of circularly polarized luminescence. These interactions working in an orthogonal way regulated the supramolecular chirality, emission properties, nanostructure transformation, and chiroptical activities, which enriched the protocols in designing functional chiral composites.