Cucurbit[8]uril-Mediated Supramolecular Heterodimerisation and Photoinduced [2+2] Heterocycloaddition to Generate Unexpected [2]Rotaxanes

Angew Chem Int Ed Engl. 2024 Sep 23;63(39):e202410130. doi: 10.1002/anie.202410130. Epub 2024 Aug 4.

Abstract

In contrast to the self-assembly of homosupramolecules, the self-assembly of heterosupramolecules is more challenging and significant in various fields. Herein, we design and investigate a cucurbit[8]uril-mediated heterodimerisation based on an arene-fluoroarene strategy. Furthermore, the heteroternary complex is found to be able to undergo a photoinduced [2+2] heterocycloaddition, resulting in the formation of an unexpected [2]rotaxane. This work demonstrates a novel supramolecular heterodimerisation system that not only contributes to the development of photoisomerisation systems, but also enriches synthetic methods for mechanically interlocked molecules.

Keywords: Cucurbit[8]uril; Mechanically Interlocked Molecule; Photoinduced [2+2] Heterocycloaddition; Photoisomerization; Supramolecular Heterodimerization.