Toward Möbius and Tubular Cyclopolyarene Nanorings via Arylbutadiyne Macrocycles

Angew Chem Int Ed Engl. 2020 Aug 24;59(35):14854-14860. doi: 10.1002/anie.202003538. Epub 2020 Jun 17.

Abstract

By harnessing a highly efficient metal-catalyzed tandem cycloaddition reaction as the key benzannulation step, a series of cyclopolyarene nanorings of varied sizes are obtained from poly(arylene-butadiynylene) macrocyclic precursors, which can be synthesized relatively conveniently. Interestingly, due to the nonparallel bond connectivity of the repeat unit, unique Möbius topology is manifested by the cyclopolyarene nanorings composed of an odd number of repeat units, whereas cylindrical tubular structures with radial conjugation are formed with those consisting of an even number of repeat units.

Keywords: aromatic macrocycles; benzannulation; carbon nanotubes; cyclopolyarene; nanorings.