Recyclable Solid Ruthenium Catalysts for the Direct Arylation of Aromatic C-H Bonds

被引:51
作者
Miura, Hiroki [1 ]
Wada, Kenji [1 ]
Hosokawa, Saburo [1 ]
Inoue, Masashi [1 ]
机构
[1] Kyoto Univ, Dept Energy & Hydrocarbon Chem, Nishikyo Ku, Kyoto 6158510, Japan
关键词
cerium; C-H activation; direct arylation; heterogeneous catalysis; ruthenium; CARBON-HYDROGEN BONDS; ARYL CHLORIDES; ORGANIC-REACTIONS; PHOSPHINE OXIDES; COMPLEXES; FUNCTIONALIZATION; ACTIVATION; ALKENYLATION; PRELIGANDS; OXIDATION;
D O I
10.1002/chem.200903564
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Figure Presented) Environmentally benign catalyst: A PPh3-modified Ru/CeO2 catalyst showed excellent catalytic activity toward direct C-H arylation by using various aryl chlorides in the reaction (see scheme). The catalyst was found to act heterogeneously and could be recycled without significant loss of activity. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA,.
引用
收藏
页码:4186 / 4189
页数:4
相关论文
共 47 条
[1]   Catalytic arylation reactions by C-H bond activation with aryl tosylates [J].
Ackermann, L ;
Althammer, A ;
Born, R .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (16) :2619-2622
[2]   Phosphine oxides as preligands in ruthenium-catalyzed arylations via C-H bond functionalization using aryl chlorides [J].
Ackermann, L .
ORGANIC LETTERS, 2005, 7 (14) :3123-3125
[3]  
Ackermann L., 2007, ANGEW CHEM, V119, P6482
[4]   [RuCl3(H2O)n]-catalyzed direct arylations [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
TETRAHEDRON, 2008, 64 (26) :6115-6124
[5]   Assisted ruthenium-catalyzed C-H bond activation: Carboxylic acids as cocatalysts for generally applicable direct arylations in apolar solvents [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Althammer, Andreas .
ORGANIC LETTERS, 2008, 10 (11) :2299-2302
[6]   [RuCl3(H2O)n]-catalyzed direct arylations with bromides as electrophiles [J].
Ackermann, Lutz ;
Althammer, Andreas ;
Born, Robert .
SYNLETT, 2007, (18) :2833-2836
[7]   Ruthenium(IV) alkylidenes as precatalysts for direct arylations of Alkenes with aryl chlorides and an application to sequential catalysis [J].
Ackermann, Lutz ;
Born, Robert ;
Alvarez-Bercedo, Paula .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (33) :6364-6367
[8]   Air- and moisture-stable secondary phosphine oxides as preligands in catalysis [J].
Ackermann, Lutz .
SYNTHESIS-STUTTGART, 2006, 10 (10) :1557-1571
[9]   Aryl-aryl bond formation by transition-metal-catalyzed direct arylation [J].
Alberico, Dino ;
Scott, Mark E. ;
Lautens, Mark .
CHEMICAL REVIEWS, 2007, 107 (01) :174-238
[10]  
Anastas P., 1998, GREEN CHEM THEORY PR