Practical mutual transformation of azobenzene and hydrazobenzene using porous BN supported Cu nanoparticles as a redox catalyst

Abstract

Azobenzene and hydrazobenzene compounds are essential intermediates for synthesizing pharmaceuticals and dyes. Meanwhile, the hydrazobenzene/azobenzene couple is a potential hydrogen storage system when both the dehydrogenation of hydrazobenzene and the hydrogenation of azobenzenes can be achieved under mild reaction conditions. In this work, we report an entirely mutual transformation of azobenzene and hydrazobenzene under very mild conditions using porous BN supported Cu nanoparticles (Cu/PBN) as the catalyst for the first time. Direct oxidative dehydrogenation reaction proceeded in the open air with the removal of molecular hydrogen as the by-product and a wide range of hydrazobenzenes readily undergoes dehydrogenation, resulting in an excellent yield of the corresponding azobenzene.