Literature DB >> 25741990

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

Rajenahally V Jagadeesh1, Tobias Stemmler1, Annette-Enrica Surkus1, Henrik Junge1, Kathrin Junge1, Matthias Beller1.   

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.

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Year:  2015        PMID: 25741990     DOI: 10.1038/nprot.2015.025

Source DB:  PubMed          Journal:  Nat Protoc        ISSN: 1750-2799            Impact factor:   13.491


  15 in total

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Authors:  Andrew M Smith; Robin Whyman
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Authors:  Avelino Corma; Pedro Serna
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9.  Chemoselective hydrogenation of nitroarenes with carbon nanofiber-supported platinum and palladium nanoparticles.

Authors:  Mikihiro Takasaki; Yukihiro Motoyama; Kenji Higashi; Seong-Ho Yoon; Isao Mochida; Hideo Nagashima
Journal:  Org Lett       Date:  2008-03-14       Impact factor: 6.005

10.  Iron-catalyzed synthesis of secondary amines: on the way to green reductive aminations.

Authors:  Tobias Stemmler; Annette-Enrika Surkus; Marga-Martina Pohl; Kathrin Junge; Matthias Beller
Journal:  ChemSusChem       Date:  2014-09-04       Impact factor: 8.928

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  8 in total

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Review 2.  Metal-based Heterogeneous Catalysts for One-Pot Synthesis of Secondary Anilines from Nitroarenes and Aldehydes.

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Journal:  Molecules       Date:  2021-02-20       Impact factor: 4.411

3.  Ammonia borane dehydrogenation and selective hydrogenation of functionalized nitroarene over a porous nickel-cobalt bimetallic catalyst.

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4.  Supported Gold Nanoparticle-Catalyzed Selective Reduction of Multifunctional, Aromatic Nitro Precursors into Amines and Synthesis of 3,4-Dihydroquinoxalin-2-Ones.

Authors:  Domna Iordanidou; Michael G Kallitsakis; Marina A Tzani; Dimitris I Ioannou; Tryfon Zarganes-Tzitzikas; Constantinos G Neochoritis; Alexander Dömling; Michael A Terzidis; Ioannis N Lykakis
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Review 5.  Recent Advances in Carbon-Based Iron Catalysts for Organic Synthesis.

Authors:  Fei Wang; Fuying Zhu; Enxiang Ren; Guofu Zhu; Guo-Ping Lu; Yamei Lin
Journal:  Nanomaterials (Basel)       Date:  2022-10-03       Impact factor: 5.719

6.  Convenient iron-catalyzed reductive aminations without hydrogen for selective synthesis of N-methylamines.

Authors:  Kishore Natte; Helfried Neumann; Rajenahally V Jagadeesh; Matthias Beller
Journal:  Nat Commun       Date:  2017-11-07       Impact factor: 14.919

7.  Simple ruthenium-catalyzed reductive amination enables the synthesis of a broad range of primary amines.

Authors:  Thirusangumurugan Senthamarai; Kathiravan Murugesan; Jacob Schneidewind; Narayana V Kalevaru; Wolfgang Baumann; Helfried Neumann; Paul C J Kamer; Matthias Beller; Rajenahally V Jagadeesh
Journal:  Nat Commun       Date:  2018-10-08       Impact factor: 14.919

8.  Defect-mediated selective hydrogenation of nitroarenes on nanostructured WS2.

Authors:  Yifan Sun; Albert J Darling; Yawei Li; Kazunori Fujisawa; Cameron F Holder; He Liu; Michael J Janik; Mauricio Terrones; Raymond E Schaak
Journal:  Chem Sci       Date:  2019-09-19       Impact factor: 9.825

  8 in total

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