Practical preparation method of polymer-incarcerated (PI) palladium catalysts using Pd(II) salts

被引:70
作者
Hagio, H [1 ]
Sugiura, M [1 ]
Kobayashi, S [1 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, HFRE Div, ERATO,Japan Sci & Technol Agcy,JST,Bunkyo Ku, Tokyo 1130033, Japan
关键词
D O I
10.1021/ol052310y
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Polymer-incarcerated (PI) palladium catalyst was practically prepared from inexpensive Pd(II) salts and a polystyrene-based copolymer under reducing conditions. Remarkable effects of alkali metal salts on the palladium loading were observed. PI Pd thus prepared showed high catalytic activity in Mizoroki-Heck reactions and Suzuki-Miyaura couplings with a range of substrates including an aryl chloride. In all cases, the Pd catalyst was recovered quantitatively without leaching, and reused several times without significant loss of activity.
引用
收藏
页码:375 / 378
页数:4
相关论文
共 44 条
[21]  
Link JT, 1998, METAL-CATALYZED CROSS-COUPLING REACTIONS, P231
[22]   PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS [J].
MIYAURA, N ;
SUZUKI, A .
CHEMICAL REVIEWS, 1995, 95 (07) :2457-2483
[23]   Effect of catalysis on the stability of metallic nanoparticles: Suzuki reaction catalyzed by PVP-palladium nanoparticles [J].
Narayanan, R ;
El-Sayed, MA .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (27) :8340-8347
[24]  
Negishi E., 2002, HDB ORGANOPALLADIUM
[25]   Formation of nanoarchitectures including subnanometer palladium clusters and their use as highly active catalysts [J].
Okamoto, K ;
Akiyama, R ;
Yoshida, H ;
Yoshida, T ;
Kobayashi, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (07) :2125-2135
[26]   Suzuki-Miyaura coupling catalyzed by polymer-incarcerated palladium, a highly active, recoverable, and reusable Pd catalyst [J].
Okamoto, K ;
Akiyama, R ;
Kobayashi, S .
ORGANIC LETTERS, 2004, 6 (12) :1987-1990
[27]   Recoverable, reusable, highly active, and sulfur-tolerant polymer incarcerated palladium for hydrogenation [J].
Okamoto, K ;
Akiyama, R ;
Kobayashi, S .
JOURNAL OF ORGANIC CHEMISTRY, 2004, 69 (08) :2871-2873
[28]   Supramolecular catalysts by encapsulating palladium complexes within dendrimers [J].
Ooe, M ;
Murata, M ;
Mizugaki, T ;
Ebitani, K ;
Kaneda, K .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2004, 126 (06) :1604-1605
[29]   VISUALIZATION OF SURFACTANTS ON NANOSTRUCTURED PALLADIUM CLUSTERS BY A COMBINATION OF STM AND HIGH-RESOLUTION TEM [J].
REETZ, MT ;
HELBIG, W ;
QUAISER, SA ;
STIMMING, U ;
BREUER, N ;
VOGEL, R .
SCIENCE, 1995, 267 (5196) :367-369
[30]   Ligand-free Heck reactions using low Pd-loading [J].
Reetz, MT ;
de Vries, JG .
CHEMICAL COMMUNICATIONS, 2004, (14) :1559-1563