Supramolecular ensemble of PBI derivative and copper nanoparticles: a light harvesting antenna for photocatalytic C(sp2)–H functionalization

Abstract

Supramolecular aggregates of triazole-appended perylene bisimide (PBI) derivative 3 served as reactors for the generation of copper nanoparticles (CuNPs). During the reduction process, these aggregates were oxidized to triazole N-oxide species 4. Interestingly, the in situ generated CuNPs, in combination with oxidized species 4 (supramolecular ensemble 4:CuNPs), exhibited excellent photocatalytic efficiency in C(sp²)–H alkynylation and amination reactions of arenes under mild and eco-friendly conditions (inexpensive catalyst, room temperature, mixed aqueous media, aerial conditions and visible light irradiation).