Suzuki-Miyaura cross-coupling with quasi-heterogeneous palladium

被引：140
作者：
Conlon, DA
Pipik, B
Ferdinand, S
LeBlond, CR
Sowa, JR
Izzo, B
Collins, P
Ho, GJ
Williams, JM
Shi, YJ
Sun, YK
机构：
[1] Merck Res Labs, Dept Proc Res, Rahway, NJ 07065 USA
[2] Merck Res Labs, Dept Chem Engn Res & Dev, Rahway, NJ 07065 USA
[3] Seton Hall Univ, Dept Biochem & Chem, S Orange, NJ 07079 USA
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2003年 / 345卷 / 08期
关键词：
cross-coupling; heterogeneous catalyst; palladium; palladium leaching; Suzuki-Miyaura;
D O I：
10.1002/adsc.200303036
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
The Suzuki-Miyaura cross-coupling reaction using heterogeneous Pd/C has a homogeneous component. The soluble palladium concentration increases during the reaction reaching a maximum at ca. 90% conversion before falling to < 4 ppm.
引用
收藏
页码：931 / 935
页数：5
相关论文
共 43 条
[1]   OBSERVATION OF CATALYTIC INTERMEDIATES IN THE SUZUKI REACTION BY ELECTROSPRAY MASS-SPECTROMETRY [J].
ALIPRANTIS, AO ;
CANARY, JW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1994, 116 (15) :6985-6986
[2]   Highly efficient palladium-catalyzed boronic acid coupling reactions in water: Scope and limitations [J].
Badone, D ;
Baroni, M ;
Cardamone, R ;
Ielmini, A ;
Guzzi, U .
JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (21) :7170-7173
[3]  
Biffis A, 2001, EUR J INORG CHEM, P1131
[4]  
BUCHWALD SL, 2000, STREM CHEMIKER, V1, P1
[5]   Ligandless palladium catalyzed reactions of arylboronic acids and sodium tetraphenylborate with aryl halides in aqueous media [J].
Bumagin, NA ;
Bykov, VV .
TETRAHEDRON, 1997, 53 (42) :14437-14450
[6]   Effective heterogeneous palladium catalysis of the reactions of organoboron compounds with aryl halides [J].
Bykov, VV ;
Bumagin, NA .
RUSSIAN CHEMICAL BULLETIN, 1997, 46 (07) :1344-1346
[7]   High-throughput screening studies of fiber-supported catalysts leading to room-temperature Suzuki coupling [J].
Colacot, TJ ;
Gore, ES ;
Kuber, A .
ORGANOMETALLICS, 2002, 21 (16) :3301-3304
[8]   Are heterogeneous catalysts precursors to homogeneous catalysts? [J].
Davies, IW ;
Matty, L ;
Hughes, DL ;
Reider, PJ .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (41) :10139-10140
[9]  
DIMICHELE LM, UNPUB
[10]   Multikilogram-scale synthesis at a biphenyl carboxylic acid derivative using a Pd/C-mediated Suzuki coupling approach [J].
Ennis, DS ;
McManus, J ;
Wood-Kaczmar, W ;
Richardson, J ;
Smith, GE ;
Carstairs, A .
ORGANIC PROCESS RESEARCH & DEVELOPMENT, 1999, 3 (04) :248-252
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