Hydrogenation using iron oxide-based nanocatalysts for the synthesis of amines

Nature Protocols
Rajenahally V JagadeeshMatthias Beller

Abstract

In this protocol, we describe the preparation of nanoscale iron oxide-based materials and their use in the catalysis of different hydrogenation reactions. Pyrolysis of a Fe(OAc)2-phenanthroline complex on carbon at 800 °C under argon atmosphere results in the formation of nanoscale Fe2O3 particles surrounded by nitrogen-doped graphene layers. By applying these catalysts, the hydrogenation of structurally diverse and functionalized nitroarenes to anilines proceeds with excellent selectivity. Furthermore, we have shown that one-pot reductive amination of carbonyl compounds with nitroarenes is also possible in the presence of these iron oxide catalysts. We report herein the synthesis of more than 40 amines, which are important feedstocks and key intermediates for pharmaceuticals, agrochemicals and polymers. The detailed preparation of the catalysts and the procedures for the hydrogenation processes are presented. The overall time required for the catalyst preparation and for the hydrogenation reactions are 35 h and 20-35 h, respectively.

References

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Citations

Apr 14, 2017·Chemical Communications : Chem Comm·James R MorseRaymond E Schaak
Feb 22, 2017·Chemical Communications : Chem Comm·Chaoqun MaWenhao Hu
Jan 20, 2017·Chemical Society Reviews·Dong Wang, Didier Astruc
Mar 7, 2018·Dalton Transactions : an International Journal of Inorganic Chemistry·Liane M RossiCamila P Ferraz
Oct 21, 2016·Chemical Communications : Chem Comm·Ida ZiccarelliMatthias Beller
Feb 15, 2019·Angewandte Chemie·Kathiravan MurugesanRajenahally V Jagadeesh
Sep 25, 2017·Science·Rajenahally V JagadeeshMatthias Beller
Jul 31, 2020·Chemical Society Reviews·Kathiravan MurugesanRajenahally V Jagadeesh
Oct 10, 2018·Nature Communications·Thirusangumurugan SenthamaraiRajenahally V Jagadeesh
Dec 21, 2018·Chemical Science·Kathiravan MurugesanRajenahally V Jagadeesh
Mar 24, 2020·Nature Protocols·Kathiravan MurugesanMatthias Beller
Feb 29, 2020·Chemical Science·Yifan SunRaymond E Schaak
Mar 7, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Giuseppe RomanazziMaria Michela Dell'Anna
Jan 6, 2022·The Journal of Organic Chemistry·Mingyeong JangMin Su Han

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