Catalytic reductive amination of furfural to furfurylamine on robust ultra-small Ni nanoparticles

Abstract

The synthesis of primary amines via reductive amination in the presence of NH 3 and H 2 , as a green and sustainable process, has attracted much attention. In this paper, we prepared series of Ni/SiO 2 catalysts with deposition-precipitation and impregnation methods, and their catalytic performances on the reductive amination of a biomass derived compound of furfural to produce furfurylamine were studied. The catalytic activity and the yield were correlated to the structure and the surface properties of catalysts largely. The Ni/SiO 2 is of high Lewis acidity and small Ni particle with numerous large Ni flat step surface showed high activity and selectivity, it afforded a reaction rate of 12.8 h −1 and a high yield to furfurylamine around 98%. These results are superior to the most non-noble metal catalysts reported so far. Moreover, the reaction route was examined with the unit control reactions of the intermediate. To produce furfurylamine selectively, the most suitable catalyst should have the moderate but not the highest activity in activation of hydrogen and hydrogenation in the reductive amination of furfural. This work provides some useful information for the catalytic reductive amination of aldehydes both in the design of catalyst and the reaction route.

Dual Scale Hydrogen Transfer Bridge Construction for Biomass Tandem Reductive Amination

“…The above results adequately proved the stability of the catalysts. To our delight, the Ru/Ga 2 O 3 /MgAlGaO x catalyst exhibited a better catalytic performance under relatively comprehensive mild reaction conditions than other advanced catalysts reported in the literature ,,,− (Figure H and Table S2). The product formation rate value for Ru/Ga 2 O 3 /MgAlGaO x catalyst was 80.43 g FAM ·g Ru –1 ·h –1 , which was superior to most of the nanoparticle catalysts shown in Table S2 even under relatively mild reaction conditions.…”

A highly active and chemoselective homobimetallic ruthenium catalyst for one-pot reductive amination in water

“…13,14 Thus, the RA method has emerged as a very promising alternative using both homogeneous and heterogeneous catalysts based on Co, Rh, Ir, Fe, Ru, Ni, and Pd. 10,[22][23][24][25][26][27][28][29][30][31][32] Although the development of newer and more efficient RA catalysts is currently witnessing enormous activity, 33,34 there is ample scope for further improvements in all catalytic parameters, viz. catalyst load, overall yield, selectivity, TON, TOF, etc.…”

A new method for green production of 2-aminomethylpiperidine from bio-renewable 2,5-bis(aminomethyl)furan

“…N-containing chemicals are widely used in the manufacture and synthesis of drugs, polymers, and agrochemicals. 1,2 The synthesis of N-containing chemicals from renewable biomass resources has attracted great attention, especially the amination of biomass platform compounds, such as furfural 3,4 and 5-hydroxymethylfurfural (5-HMF). [5][6][7][8] Particularly, 2,5-bis(aminomethyl)furan (BAMF), the product of 5-HMF amination, is a suitable monomer for special polyurethanes and polyamides.…”