Platinum-mediated oxidative addition and reductive elimination of imidazolium salts at C4 and C5

被引:114
作者
Bacciu, D [1 ]
Cavell, KJ [1 ]
Fallis, IA [1 ]
Ooi, LL [1 ]
机构
[1] Cardiff Univ, Dept Chem, Cardiff CF10 3TB, Wales
关键词
azoles; ionic liquids; N-heterocyclic carbenes; oxidative addition; reductive elimination;
D O I
10.1002/anie.200500884
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Wrong way round: Imidazolium salts blocked at C2 undergo oxidative addition to a Pt0 center at C4/C5 (see scheme; nbe = norbornene, IMes = 1,3-bis(2,4,6-trimethylphenyl)imidazolin-2-ylidene). The resulting carbene ligands, which are bound the "wrong way" are susceptible, in common with their "normal" counterparts, to reductive elimination reactions to regenerate Pt0 complexes and imidazolium salts. © 2005 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:5282 / 5284
页数:3
相关论文
共 25 条
[1]   Stable carbenes [J].
Bourissou, D ;
Guerret, O ;
Gabbaï, FP ;
Bertrand, G .
CHEMICAL REVIEWS, 2000, 100 (01) :39-91
[2]   Redox processes involving hydrocarbylmetal (N-heterocyclic carbene) complexes and associated imidazolium salts:: ramifications for catalysis [J].
Cavell, KJ ;
McGuinness, DS .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (7-8) :671-681
[3]   Abnormal C5-bound N-heterocyclic carbenes: Extremely strong electron donor ligands and their iridium(I) and iridium(III) complexes [J].
Chianese, AR ;
Kovacevic, A ;
Zeglis, BM ;
Faller, JW ;
Crabtree, RH .
ORGANOMETALLICS, 2004, 23 (10) :2461-2468
[4]  
Clement N. D., 2004, ANGEW CHEM, V116, P1297
[5]   Transition-metal-catalyzed reactions involving imidazolium salt/N-heterocyclic carbene couples as substrates [J].
Clement, ND ;
Cavell, KJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (29) :3845-3847
[6]   Oxidative addition of imidazolium salts to Ni0 and Pd0:: Synthesis and structural characterization of unusually stable metal-hydride complexes [J].
Clement, ND ;
Cavell, KJ ;
Jones, C ;
Elsevier, CJ .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (10) :1277-1279
[7]  
CRASCALL LE, 1998, INORG SYNTH, V28, P126
[8]   Stability and reactivity of N-heterocyclic carbene complexes [J].
Crudden, CM ;
Allen, DP .
COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) :2247-2273
[9]   N-heterocyclic pincer dicarbene complexes of iron(II): C-2 and C-5 metalated carbenes on the same metal center [J].
Danopoulos, AA ;
Tsoureas, N ;
Wright, JA ;
Light, ME .
ORGANOMETALLICS, 2004, 23 (02) :166-168
[10]   C-H Activation of imidazolium salts by Pt(0) at ambient temperature: synthesis of hydrido platinum bis(carbene) compounds [J].
Duin, MA ;
Clement, ND ;
Cavell, KJ ;
Elsevier, CJ .
CHEMICAL COMMUNICATIONS, 2003, (03) :400-401