Kinetic Delay in Cooperative Supramolecular Polymerization by Redefining the Trade-Off Relationship between H-Bonds and Van der Waals/π-π Stacking Interactions

Angew Chem Int Ed Engl. 2023 Dec 4;62(49):e202313696. doi: 10.1002/anie.202313696. Epub 2023 Nov 6.

Abstract

We here present how rebalancing the interplay between H-bonds and dispersive forces (Van der Waals/π-π stacking) may induce or not the generation of kinetic metastable states. In particular, we show that extending the aromatic content and favouring the interchain VdW interactions causes a delay into the cooperative supramolecular polymerization of a new family of toluene bis-amide derivatives by trapping the metastable inactive state.

Keywords: Cooperativity; Hydrogen Bonding; Pathway Complexity; Self-Assembly; Supramolecular Polymer.