Unprecedented Catalytic Hydrogenation of Urea Derivatives to Amines and Methanol

被引:170
作者
Balaraman, Ekambaram [1 ]
Ben-David, Yehoshoa [1 ]
Milstein, David [1 ]
机构
[1] Weizmann Inst Sci, Dept Organ Chem, IL-76100 Rehovot, Israel
基金
以色列科学基金会; 欧洲研究理事会;
关键词
catalysis; hydrogenation; methanol; pincer complexes; urea derivatives; METAL-LIGAND COOPERATION; CARBON-DIOXIDE; AROMATIZATION-DEAROMATIZATION; RUTHENIUM COMPLEXES; BOND ACTIVATION; CHIRAL ALCOHOLS; ELECTRON-RICH; ESTERS; CO2; LIBERATION;
D O I
10.1002/anie.201106612
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Indirect CO 2 hydrogenation: Hydrogenation of urea derivatives to the corresponding amines and methanol is reported (see picture). The reaction is catalyzed by a bipyridine-based tridentate PNN Ru(II) pincer complex and proceeds under mild, neutral conditions using 13.6 atm of H 2. A mild approach is offered for the indirect hydrogenation of CO 2 to methanol as urea derivatives are available from CO 2. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:11702 / 11705
页数:4
相关论文
共 56 条
[1]  
[Anonymous], 2006, ANGEW CHEM, DOI DOI 10.1002/ANGE.200503771
[2]  
[Anonymous], 2007, ANGEW CHEM INT EDIT
[3]  
Balaraman E, 2011, NAT CHEM, V3, P609, DOI [10.1038/NCHEM.1089, 10.1038/nchem.1089]
[4]   Direct Hydrogenation of Amides to Alcohols and Amines under Mild Conditions [J].
Balaraman, Ekambaram ;
Gnanaprakasam, Boopathy ;
Shimon, Linda J. W. ;
Milstein, David .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (47) :16756-16758
[5]   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
[6]  
Cokoja M., 2011, ANGEW CHEM, V123, P8662, DOI DOI 10.1002/ANGE.201102010
[7]   Transformation of Carbon Dioxide with Homogeneous Transition-Metal Catalysts: A Molecular Solution to a Global Challenge? [J].
Cokoja, Mirza ;
Bruckmeier, Christian ;
Rieger, Bernhard ;
Herrmann, Wolfgang A. ;
Kuehn, Fritz E. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (37) :8510-8537
[8]   A SIMPLE ONE-POT PROCEDURE FOR PREPARING SYMMETRICAL DIARYLUREAS FROM CARBON-DIOXIDE AND AROMATIC-AMINES [J].
COOPER, CF ;
FALCONE, SJ .
SYNTHETIC COMMUNICATIONS, 1995, 25 (16) :2467-2474
[9]   New CNN-Type Ruthenium Pincer NHC Complexes. Mild, Efficient Catalytic Hydrogenation of Esters [J].
Fogler, Eran ;
Balaraman, Ekambaram ;
Ben-David, Yehoshua ;
Leitus, Gregory ;
Shimon, Linda J. W. ;
Milstein, David .
ORGANOMETALLICS, 2011, 30 (14) :3826-3833
[10]   RUTHENIUM-CATALYZED SYNTHESIS OF SYMMETRICAL N,N'-DIALKYLUREAS DIRECTLY FROM CARBON-DIOXIDE AND AMINES [J].
FOURNIER, J ;
BRUNEAU, C ;
DIXNEUF, PH ;
LECOLIER, S .
JOURNAL OF ORGANIC CHEMISTRY, 1991, 56 (14) :4456-4458