Nanoscale Fe2O3-Based Catalysts for Selective Hydrogenation of Nitroarenes to Anilines

被引:885
作者
Jagadeesh, Rajenahally V. [1 ]
Surkus, Annette-Enrica [1 ]
Junge, Henrik [1 ]
Pohl, Marga-Martina [1 ]
Radnik, Joerg [1 ]
Rabeah, Jabor [1 ]
Huan, Heming [2 ]
Schuenemann, Volker [2 ]
Brueckner, Angelika [1 ]
Beller, Matthias [1 ]
机构
[1] Univ Rostock, Leibniz Inst Katalyse eV, D-18059 Rostock, Germany
[2] Tech Univ Kaiserslautern, Fachbereich Phys, D-67663 Kaiserslautern, Germany
关键词
CHEMOSELECTIVE HYDROGENATION; IRON CATALYSTS; REDUCTION; NANOPARTICLES; EFFICIENT; PLATINUM; WATER; COORDINATION; GENERATION;
D O I
10.1126/science.1242005
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
Production of anilines-key intermediates for the fine chemical, agrochemical, and pharmaceutical industries-relies on precious metal catalysts that selectively hydrogenate aryl nitro groups in the presence of other easily reducible functionalities. Herein, we report convenient and stable iron oxide (Fe2O3)-based catalysts as a more earth-abundant alternative for this transformation. Pyrolysis of iron-phenanthroline complexes on carbon furnishes a unique structure in which the active Fe2O3 particles are surrounded by a nitrogen-doped carbon layer. Highly selective hydrogenation of numerous structurally diverse nitroarenes (more than 80 examples) proceeded in good to excellent yield under industrially viable conditions.
引用
收藏
页码:1073 / 1076
页数:4
相关论文
共 36 条
[1]  
[Anonymous], 2002, APPL HOMOGENEOUS CAT
[2]  
Blaser H-U, 2001, AROMATIC NITRO COMPO
[3]   Selective Catalytic Hydrogenation of Functionalized Nitroarenes: An Update [J].
Blaser, Hans-Ulrich ;
Steiner, Heinz ;
Studer, Martin .
CHEMCATCHEM, 2009, 1 (02) :210-221
[4]   Efficient Dehydrogenation of Formic Acid Using an Iron Catalyst [J].
Boddien, Albert ;
Mellmann, Doerthe ;
Gaertner, Felix ;
Jackstell, Ralf ;
Junge, Henrik ;
Dyson, Paul J. ;
Laurenczy, Gabor ;
Ludwig, Ralf ;
Beller, Matthias .
SCIENCE, 2011, 333 (6050) :1733-1736
[5]   Iron-catalyzed reactions in organic synthesis [J].
Bolm, C ;
Legros, J ;
Le Paih, J ;
Zani, L .
CHEMICAL REVIEWS, 2004, 104 (12) :6217-6254
[6]   A new iron age [J].
Bolm, Carsten .
NATURE CHEMISTRY, 2009, 1 (05) :420-420
[7]   Coordination of iron atoms by tetraphenylporphyrin monolayers and multilayers on Ag(111) and formation of iron-tetraphenylporphyrin [J].
Buchner, Florian ;
Flechtner, Ken ;
Bai, Yun ;
Zillner, Elisabeth ;
Kellner, Ina ;
Steinrueck, Hans-Peter ;
Marbach, Hubertus ;
Gottfried, J. Michael .
JOURNAL OF PHYSICAL CHEMISTRY C, 2008, 112 (39) :15458-15465
[8]   Iron(III) Triflimide as a Catalytic Substitute for Gold(I) in Hydroaddition Reactions to Unsaturated Carbon-Carbon Bonds [J].
Cabrero-Antonino, Jose R. ;
Leyva-Perez, Antonio ;
Corma, Avelino .
CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (26) :8627-8633
[9]   Chemoselective hydrogenation of nitro compounds with supported gold catalysts [J].
Corma, Avelino ;
Serna, Pedro .
SCIENCE, 2006, 313 (5785) :332-334
[10]   A General and Selective Iron-Catalyzed Aminocarbonylation of Alkynes: Synthesis of Acryl- and Cinnamides [J].
Driller, Katrin Marie ;
Prateeptongkum, Saisuree ;
Jackstell, Ralf ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (02) :537-541