Palladium/Graphitic Carbon Nitride (g-C3 N4 ) Stabilized Emulsion Microreactor as a Store for Hydrogen from Ammonia Borane for Use in Alkene Hydrogenation

Angew Chem Int Ed Engl. 2018 Nov 5;57(45):14857-14861. doi: 10.1002/anie.201809882. Epub 2018 Oct 16.

Abstract

Direct hydrogenation of C=C double bonds is a basic transformation in organic chemistry which is vanishing from simple practice because of the need for pressurized hydrogen. Ammonia borane (AB) has emerged as a hydrogen source through its safety and high hydrogen content. However, in conventional systems the hydrogen liberated from the high-cost AB cannot be fully utilized. Herein, we develop a novel Pd/g-C3 N4 stabilized Pickering emulsion microreactor, in which alkenes are hydrogenated in the oil phase with hydrogen originating from AB in the water phase, catalysed by the Pd nanoparticles at the interfaces. This approach is advantageous for more economical hydrogen utilization over conventional systems. The emulsion microreactor can be applied to a range of alkene substrates, with the conversion rates achieving >95 % by a simple modification.

Keywords: emulsion microreactors; graphitic carbon nitrides; hydrogenation; palladium nanoparticles.