Highly efficient catalyst systems using iron complexes with a tetradentate PNNP ligand for the asymmetric hydrogenation of polar bonds

被引:293
作者
Sui-Seng, Christine [1 ]
Freutel, Friederike [1 ]
Lough, Alan J. [1 ]
Morris, Robert H. [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
asymmetric catalysis; carbonyl ligands; hydrogenation; iron; ketones;
D O I
10.1002/anie.200705115
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Iron competes with pricey ruthenium: The first catalyst systems using iron complexes for asymmetric H2 hydrogenation at 50°C and asymmetric transfer hydrogenation at room temperature has been discovered. The transfer hydrogenation activity is similar to that of the best ruthenium catalyst. Surprisingly, the precatalysts have a tetradentate diiminodiphosphine ligand which has no NH functionality. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:940 / 943
页数:4
相关论文
共 25 条
[1]   Low-valent α-diimine iron complexes for catalytic olefin hydrogenation [J].
Bart, SC ;
Hawrelak, EJ ;
Lobkovsky, E ;
Chirik, PJ .
ORGANOMETALLICS, 2005, 24 (23) :5518-5527
[2]   Preparation and molecular and electronic structures of iron(0) dinitrogen and silane complexes and their application to catalytic hydrogenation and hydrosilation [J].
Bart, SC ;
Lobkovsky, E ;
Chirik, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (42) :13794-13807
[3]   CHEMOSELECTIVE HYDROGEN-TRANSFER REDUCTION OF ALPHA,BETA-UNSATURATED KETONES CATALYZED BY ISOSTRUCTURAL IRON(II), RUTHENIUM(II), AND OSMIUM(II) CIS HYDRIDE ETA(2)-DIHYDROGEN COMPLEXES [J].
BIANCHINI, C ;
FARNETTI, E ;
GRAZIANI, M ;
PERUZZINI, M ;
POLO, A .
ORGANOMETALLICS, 1993, 12 (09) :3753-3761
[4]   An efficient and chemoselective iron catalyst for the hydrogenation of ketones [J].
Casey, Charles P. ;
Guan, Hairong .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2007, 129 (18) :5816-+
[5]  
Chen JS, 2004, ACTA CHIM SINICA, V62, P1745
[6]   Mechanisms of the H2-hydrogenation and transfer hydrogenation of polar bonds catalyzed by ruthenium hydride complexes [J].
Clapham, SE ;
Hadzovic, A ;
Morris, RH .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2201-2237
[7]   Biomimetic transfer hydrogenation of ketones with iron porphyrin catalysts [J].
Enthaler, Stephan ;
Erre, Giulia ;
Tse, Man Kin ;
Junge, Kathrin ;
Beller, Matthias .
TETRAHEDRON LETTERS, 2006, 47 (46) :8095-8099
[8]  
Gao JX, 1996, POLYHEDRON, V15, P1241
[9]   A ruthenium(II) complex with a C-2-symmetric diphosphine/diamine tetradentate ligand for asymmetric transfer hydrogenation of aromatic ketones [J].
Gao, JX ;
Ikariya, T ;
Noyori, R .
ORGANOMETALLICS, 1996, 15 (04) :1087-1089
[10]   Asymmetric transfer hydrogenation: chiral ligands and applications [J].
Gladiali, S ;
Alberico, E .
CHEMICAL SOCIETY REVIEWS, 2006, 35 (03) :226-236