Cu(II)–vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions

Abstract

In this work, the photocatalytic efficiency of Cu(II)–vitamin C complex immobilized on titanium dioxide nanoparticles was exploited in the photo-assisted homocoupling reaction of aryl boronic acids under heterogeneous conditions. The homocoupling reaction affords the corresponding symmetrical biaryls in 50–97% yields at ambient temperature in the air under visible light irradiation without any need for any additive such as base or oxidant. This method tolerates various substituents on the aryl boronic acids such as halogen, carbonyl, and a nitro group. The light-dependent photocatalytic performance of the title catalyst evaluated by action spectra revealed a maximum apparent quantum efficiency (AQYs) at 410 nm demonstrating the visible-light-driven photocatalytic reaction. The as-prepared nano biophotocatalyst proved to be reusable at least six times without losing its activity. Thus this work exhibits a favorable method from the environmental and economic point of view which enables the industrially important reactions such as coupling reactions, to be carried out efficiently under photocatalytic and practically attainable conditions.