NHC-Ru complexes- Friendly catalytic tools for manifold chemical transformations

被引:267
作者
Dragutan, Valerian
Dragutan, Ileana
Delaude, Lionel
Demonceau, Albert
机构
[1] Romanian Acad, Inst Organ Chem, Bucharest 060023, Romania
[2] Univ Liege, Macromol Chem & Organ Catalysis Lab, B-4000 Liege, Belgium
关键词
N-heterocyclic carbenes; ruthenium complexes; non-metathesis; catalysis; radical reactions; tandem processes;
D O I
10.1016/j.ccr.2006.09.002
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
N-Heterocyclic carbenes are now commonly encountered in organometallic and inorganic coordination chemistry. The increasing attention they enjoy is due to their ability to act as ancillary ligands in a growing number of transition metal catalysts or even to play the role of nucleophilic reagents and catalysts in diverse organic transformations. As a fine addition to the NHC-Ru-alkylidenes, popular for their tremendous success in metathesis chemistry, an array of robust and stable Ru-NHCs has proven their utility in non-metathetical reactions. The present review surveys different classes of Ru-NHCs and their applications as efficient catalysts (or precatalysts) in several types of fundamental organic processes e.g. hydrogenation, hydrogen transfer, isomerization, cycloisomerization, cyclopropanation, hydrosilylation, allylation and deallylation, enol-ester synthesis, heterocycle synthesis, C-C alkyne coupling, Kharasch addition and ATRP. A special section is devoted to tandem processes some of which include concurrent or sequential metathesis steps. Relevant mechanistic and stereochemical aspects related to NHC-Ru catalysis will be highlighted. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:765 / 794
页数:30
相关论文
共 397 条
[1]  
Abbenhuis HCL, 1999, ANGEW CHEM INT EDIT, V38, P1058, DOI 10.1002/(SICI)1521-3773(19990419)38:8<1058::AID-ANIE1058>3.0.CO
[2]  
2-8
[3]   Ruthenium carbene complexes with imidazolin-2-ylidene ligands allow the formation of tetrasubstituted cycloalkenes by RCM [J].
Ackermann, L ;
Fürstner, A ;
Weskamp, T ;
Kohl, FJ ;
Herrmann, WA .
TETRAHEDRON LETTERS, 1999, 40 (26) :4787-4790
[4]   Oxidant-free oxidation: ruthenium catalysed dehydrogenation of alcohols [J].
Adair, GRA ;
Williams, JMJ .
TETRAHEDRON LETTERS, 2005, 46 (47) :8233-8235
[5]  
Ahmed M, 2000, SYNLETT, P1007
[6]   Chelating bis-carbene rhodium(III) complexes in transfer hydrogenation of ketones and imines [J].
Albrecht, M ;
Crabtree, RH ;
Mata, J ;
Peris, E .
CHEMICAL COMMUNICATIONS, 2002, (01) :32-33
[7]   Chelated iridium(III) bis-carbene complexes as air-stable catalysts for transfer hydrogenation [J].
Albrecht, M ;
Miecznikowski, JR ;
Samuel, A ;
Faller, JW ;
Crabtree, RH .
ORGANOMETALLICS, 2002, 21 (17) :3596-3604
[8]   Ruthenium-catalyzed chemoselective N-allyl cleavage: Novel Grubbs carbene mediated deprotection of allylic amines [J].
Alcaide, B ;
Almendros, P ;
Alonso, JM .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (23) :5793-5799
[9]   Non-metathetic behavior patterns of Grubbs' carbene [J].
Alcaide, B ;
Almendros, P .
CHEMISTRY-A EUROPEAN JOURNAL, 2003, 9 (06) :1259-1262
[10]   Sterically demanding, bioxazoline-derived N-heterocyclic carbene ligands with restricted flexibility for catalysis [J].
Altenhoff, G ;
Goddard, R ;
Lehmann, CW ;
Glorius, F .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (46) :15195-15201