Molecular Tweezer/Guest Complexation with the Participation of Hydrogen Bonds: Toward the Formation of Orthogonal Supramolecular Polymers

Abstract Development of well‐ordered supramolecular assemblies via the biomimetic orthogonal principle has aroused significant attention in recent years. To attain this objective, the elaborate choice of fundamental building blocks, together with the deep insight into mutual interplay among various non‐covalent forces, are of vital importance. Herein, a novel molecular tweezer/guest recognition motif with enhanced binding affinity has been established, by virtue of the formation of intermolecular N−H−N hydrogen bonds. The non‐covalent complexation persists even with the presence of ureidopyrimidinone hydrogen bonding motifs, which facilitate the fabrication of dynamic supramolecular polymers via orthogonal self‐assembly. The study is valuable for designing synthetic supramolecular systems with a higher level of complexity.