Circularly Polarized Luminescence Switching Driven by Precisely Tuned Supramolecular Interactions: From Hydrogen Bonding to π-π Interaction.

It is highly challenging to achieve circularly polarized luminescence (CPL) switching by precisely tuning supramolecular interactions and unveiling the mechanism of supramolecular chirality inversion. Herein, we demonstrated CPL switching based on diethyl l-glutamate-9-cyanophenanthrene (LGCP) and diethyl l-glutamate-pyrene (LGP) via the precise regulation of supramolecular interactions. LGCP assembly driven by hydrogen bonding showed right CPL, while LGP assembly driven by π-π interaction led to left CPL. Remarkably, significant CPL switching was observed from the assemblies of LGCP/octafluoronaphthalene (OFN), attributed to the alteration of the dominating interaction from weak hydrogen bonding to rather strong π-π interaction, while the assemblies of LGP/OFN exhibited minimum CPL variation because the dominating π-π interaction within the assembly of LGP/OFN illustrated quite limited variations upon arene-perfluoroarene interaction. This work provides a feasible strategy toward the efficient modulation of the chiroptical properties of multiple component supramolecular systems, meanwhile offering possibilities for the mechanism exploration of the chirality inversion of supramolecular assemblies.