Production of Primary Amines by Reductive Amination of Biomass-Derived Aldehydes/Ketones

Angew Chem Int Ed Engl. 2017 Mar 6;56(11):3050-3054. doi: 10.1002/anie.201610964. Epub 2017 Feb 3.

Abstract

Transformation of biomass into valuable nitrogen-containing compounds is highly desired, yet limited success has been achieved. Here we report an efficient catalyst system, partially reduced Ru/ZrO2 , which could catalyze the reductive amination of a variety of biomass-derived aldehydes/ketones in aqueous ammonia. With this approach, a spectrum of renewable primary amines was produced in good to excellent yields. Moreover, we have demonstrated a two-step approach for production of ethanolamine, a large-market nitrogen-containing chemical, from lignocellulose in an overall yield of 10 %. Extensive characterizations showed that Ru/ZrO2 -containing multivalence Ru association species worked as a bifunctional catalyst, with RuO2 as acidic promoter to facilitate the activation of carbonyl groups and Ru as active sites for the subsequent imine hydrogenation.

Keywords: biomass; ethanolamine; heterogeneous catalysis; reductive amination; ruthenium catalyst.

Publication types

  • Research Support, Non-U.S. Gov't