From Ruthenium to Iron and ManganeseA Mechanistic View on Challenges and Design Principles of Base-Metal Hydrogenation Catalysts

被引:134
作者
Zell, Thomas [2 ]
Langer, Robert [1 ]
机构
[1] Philipps Univ Marburg, Dept Chem, Hans Meerwein Str 4, D-35032 Marburg, Germany
[2] ADAMA Makhteshim Ltd, POB 60, IL-8410001 Beer Sheva, Israel
关键词
homogeneous catalysis; hydrogenation; iron; manganese; ruthenium; ASYMMETRIC TRANSFER HYDROGENATION; ENANTIOSELECTIVE KETONE HYDROGENATION; LIGAND BIFUNCTIONAL ADDITION; P-N-P'; PINCER COMPLEXES; CARBON-DIOXIDE; HOMOGENEOUS HYDROGENATION; SELECTIVE HYDROGENATION; EFFICIENT HYDROGENATION; ALKENE HYDROGENATION;
D O I
10.1002/cctc.201701722
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The development of new homogenous base-metal catalysts for hydrogenation reactions is a rapidly expanding and evolving field of research, which has the potential to provide inexpensive and sustainable alternatives for atom economic reactions and possibly contribute additional tools for hydrogen storage applications. While tremendous accomplishments in terms of catalytic activity and substrate scope have been reported over the last years, the available mechanistic information on these reactions is often very limited. The current Concept article intends to summarize, categorize and analyze mechanistic information on iron-based hydrogenation catalysts. In addition, we present the challenges that must be tackled in the future to develop more effective and mature catalyst systems. The primary focus of this work lies on iron-based catalysts. However, manganese-based hydrogenation catalysts have recently attracted significant interest and a remarkable progress in their development has been made. Available mechanistic information on manganese catalysts is compared to that on iron catalysts and basic similarities and differences are discussed.
引用
收藏
页码:1930 / 1940
页数:11
相关论文
共 91 条
[71]   Highly efficient catalyst systems using iron complexes with a tetradentate PNNP ligand for the asymmetric hydrogenation of polar bonds [J].
Sui-Seng, Christine ;
Freutel, Friederike ;
Lough, Alan J. ;
Morris, Robert H. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2008, 47 (05) :940-943
[72]   Synthesis and Characterization of Iron(II) Complexes with Tetradentate Diiminodiphosphine or Diaminodiphosphine Ligands as precatalysts for the Hydrogenation of Acetophenone [J].
Sui-Seng, Christine ;
Haque, F. Nipa ;
Hadzovic, Alen ;
Puetz, Anna-Maria ;
Reuss, Valerie ;
Meyer, Nils ;
Lough, Alan J. ;
Iuliis, Marco Zimmer-De ;
Morris, Robert H. .
INORGANIC CHEMISTRY, 2009, 48 (02) :735-743
[73]   Experimental Investigations of a Partial Ru-O Bond during the Metal Ligand Bifunctional Addition in Noyori-Type Enantioselective Ketone Hydrogenation [J].
Takebayashi, Satoshi ;
Dabral, Nupur ;
Miskolzie, Mark ;
Bergens, Steven H. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (25) :9666-9669
[74]   Facile Bifunctional Addition of Lactones and Esters at Low Temperatures. The First Intermediates in Lactone/Ester Hydrogenations [J].
Takebayashi, Satoshi ;
Bergens, Steven H. .
ORGANOMETALLICS, 2009, 28 (08) :2349-2351
[75]   Solvent and in situ catalyst preparation impacts upon Noyori reductions of aryl-chloromethyl ketones: application to syntheses of chiral 2-amino-1-aryl-ethanols [J].
Tanis, Steven P. ;
Evans, Bruce R. ;
Nieman, James A. ;
Parker, Timothy T. ;
Taylor, Wendy D. ;
Heasley, Steven E. ;
Herrinton, Paul M. ;
Perrault, William R. ;
Hohler, Richard A. ;
Dolak, Lester A. ;
Hester, Matthew R. ;
Seest, Eric P. .
TETRAHEDRON-ASYMMETRY, 2006, 17 (14) :2154-2182
[76]   Functional group tolerance and substrate scope in bis(imino)pyridine iron catalyzed alkene hydrogenation [J].
Trovitch, Ryan J. ;
Lobkovsky, Emil ;
Bill, Eckhard ;
Chirik, Paul J. .
ORGANOMETALLICS, 2008, 27 (07) :1470-1478
[77]   Non-Pincer-Type Manganese Complexes as Efficient Catalysts for the Hydrogenation of Esters [J].
van Putten, Robbert ;
Uslamin, Evgeny A. ;
Garbe, Marcel ;
Liu, Chong ;
Gonzalez-de-Castro, Angela ;
Lutz, Martin ;
Junge, Kathrin ;
Hensen, Emiel J. M. ;
Beller, Matthias ;
Lefort, Laurent ;
Pidko, Evgeny A. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (26) :7531-7534
[78]   CO2 Hydrogenation to Formate and Methanol as an Alternative to Photo- and Electrochemical CO2 Reduction [J].
Wang, Wan-Hui ;
Himeda, Yuichiro ;
Muckerman, James T. ;
Manbeck, Gerald F. ;
Fujita, Etsuko .
CHEMICAL REVIEWS, 2015, 115 (23) :12936-12973
[79]   Hydrogenation of Esters to Alcohols with a Well-Defined Iron Complex [J].
Werkmeister, Svenja ;
Junge, Kathrin ;
Wendt, Bianca ;
Alberico, Elisabetta ;
Jiao, Haijun ;
Baumann, Wolfgang ;
Junge, Henrik ;
Gallou, Fabrice ;
Beller, Matthias .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (33) :8722-8726
[80]   Thermodynamic Hydricity of Transition Metal Hydrides [J].
Wiedner, Eric S. ;
Chambers, Matthew B. ;
Pitman, Catherine L. ;
Bullock, R. Morris ;
Miller, Alexander J. M. ;
Appel, Aaron M. .
CHEMICAL REVIEWS, 2016, 116 (15) :8655-8692