Catalysis by gold(I) and gold(III):: A parallelism between homo- and heterogeneous catalysts for copper-free Sonogashira cross-coupling reactions

被引:250
作者
Gonzalez-Arellano, Camino
Abad, Alberto
Corma, Avelino
Garcia, Hermenegildo
Iglesias, Marta
Sanchez, Felix
机构
[1] Univ Politecn Valencia, CSIC, Inst Tecnol Quim, Valencia 46022, Spain
[2] CSIC, Inst Ciencia Mat Madrid, E-28049 Madrid, Spain
[3] CSIC, Inst Quim Organ, E-28006 Madrid, Spain
关键词
alkynes; C-C coupling; gold; homogeneous catalysis;
D O I
10.1002/anie.200604746
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Zero, one, or three? The role of Au 0, AuI, and AuIII cations in the heterogeneous gold catalyst Au/CeO2 was investigated with the copper-free Sonogashira cross-coupling reaction of iodobenzene and phenyl acetylene (see picture). Reactions carried out under both heterogeneous and homogeneous conditions using distinct Au0, AuI, and AuIII species reveal that AuI is the active species for the cross-coupling reaction. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1536 / 1538
页数:3
相关论文
共 33 条
[1]   A collaborative effect between gold and a support induces the selective oxidation of alcohols [J].
Abad, A ;
Concepción, P ;
Corma, A ;
García, H .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (26) :4066-4069
[2]  
Abad A, 2005, ANGEW CHEM, V117, P4134
[3]  
[Anonymous], 2005, ANGEW CHEM, V117, P7150, DOI DOI 10.1002/ANGE.200502735
[4]   Recent applications of gold catalysis in organic synthesis [J].
Arcadi, A ;
Di Giuseppe, S .
CURRENT ORGANIC CHEMISTRY, 2004, 8 (09) :795-812
[5]   AuBr3-catalyzed [4+2] benzannulation between an enynal unit and enol [J].
Asao, N ;
Aikawa, H ;
Yamamoto, Y .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (24) :7458-7459
[6]  
Beller M., 2004, Transition Metals for Organic Synthesis, DOI 10.1002/9783527619405
[7]   Nanocrystalline CeO2 increases the activity of an for CO oxidation by two orders of magnitude [J].
Carrettin, S ;
Concepción, P ;
Corma, A ;
Nieto, JML ;
Puntes, VF .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (19) :2538-2540
[8]  
Carrettin S., 2005, ANGEW CHEM, V117, P2282
[9]   Chemoselective hydrogenation of nitro compounds with supported gold catalysts [J].
Corma, Avelino ;
Serna, Pedro .
SCIENCE, 2006, 313 (5785) :332-334
[10]   Gold nanoparticles: Assembly, supramolecular chemistry, quantum-size-related properties, and applications toward biology, catalysis, and nanotechnology [J].
Daniel, MC ;
Astruc, D .
CHEMICAL REVIEWS, 2004, 104 (01) :293-346