A Reusable FeCl₃∙6H₂O/Cationic 2,2′-Bipyridyl Catalytic System for Reduction of Nitroarenes in Water

Abstract

The association of a commercially-available iron (III) chloride hexahydrate (FeCl3∙6H2O) with cationic 2,2′-bipyridyl in water was proven to be an operationally simple and reusable catalytic system for the highly-selective reduction of nitroarenes to anilines. This procedure was conducted under air using 1–2 mol% of catalyst in the presence of nitroarenes and 4 equiv of hydrazine monohydrate (H2NNH2∙H2O) in neat water at 100 °C for 12 h, and provided high to excellent yields of aniline derivatives. After separation of the aqueous catalytic system from the organic product, the residual aqueous solution could be applied for subsequent reuse, without any catalyst retreatment or regeneration, for several runs with only a slight decrease in activity, proving this process eco-friendly.

Keywords

• iron (III) chloride hexahydrate
• nitroarene reduction
• water
• reusable catalyst
• green chemistry