Separable catalysts in one-pot syntheses for greener chemistry

被引:91
作者
Abu-Reziq, Raed [1 ]
Wang, Dashan
Post, Michael [2 ]
Alper, Howard [1 ]
机构
[1] Univ Ottawa, Ctr Catalysis Res & Innovat, Ottawa, ON K1N 6N5, Canada
[2] Natl Council Canada, Inst Chem Proc & Environm Technol, Ottawa, ON K1A OR6, Canada
关键词
D O I
10.1021/cm703208w
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A method that enables the separation between two different catalytic solids used in one-pot reactions is described. Such separation between the two catalytic solids can facilitate their reuse in other catalytic applications and make the synthesis cheap and greener. The method is based on doping one of the catalysts with magnetic nanoparticles, which can make it magnetically separable while the other solid can be separated by filtration. The magnetically separable catalytic solid is designed by a sol-gel process in which a palladium catalyst is encapsulated in a silica sol-gel-modified polyethylenimine composite in the presence of magnetic nanoparticles modified with ionic liquid groups. The other catalytic solid utilized in this study is a solid acid based on cross-linked polystyrene sulfonic acid and can be separated by simple filtration. The two catalytic solids are utilized in one-pot reactions of dehydration/hydrogenation of benzyl alcohols. After reaction, the palladium-based catalyst is separated by applying an external magnetic field and the solid acid is separated by filtration. The magnetically separable palladium-based catalyst is reused after utilization in a one-pot reaction to catalyze three different types of reactions: carbonylation of iodoarenes, Suzuki, and Heck coupling.
引用
收藏
页码:2544 / 2550
页数:7
相关论文
共 49 条
[1]   Metal supported on dendronized magnetic nanoparticles: Highly selective hydroformylation catalysts [J].
Abu-Reziq, R ;
Alper, H ;
Wang, DS ;
Post, ML .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2006, 128 (15) :5279-5282
[2]   Platinum nanoparticles supported on ionic liquid-modified magnetic nanoparticles: Selective hydrogenation catalysts [J].
Abu-Reziq, Raed ;
Wang, Dashan ;
Post, Michael ;
Alper, Howard .
ADVANCED SYNTHESIS & CATALYSIS, 2007, 349 (13) :2145-2150
[3]   A new, efficient, and in some cases highly regioselective water-soluble polymer rhodium catalyst for olefin hydroformylation [J].
Ajjou, AN ;
Alper, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (07) :1466-1468
[4]  
[Anonymous], ORGANIC REACTIONS WA
[5]   Catalyst product separation techniques in Heck reaction [J].
Bhanage, BM ;
Arai, M .
CATALYSIS REVIEWS-SCIENCE AND ENGINEERING, 2001, 43 (03) :315-344
[6]   Palladium metal catalysts in Heck C-C coupling reactions [J].
Biffis, A ;
Zecca, M ;
Basato, M .
JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2001, 173 (1-2) :249-274
[7]  
Blum J, 1999, CHEMTECH, V29, P32
[8]   One-pot multi-step synthesis: a challenge spawning innovation [J].
Broadwater, SJ ;
Roth, SL ;
Price, KE ;
Kobaslija, M ;
McQuade, DT .
ORGANIC & BIOMOLECULAR CHEMISTRY, 2005, 3 (16) :2899-2906
[9]   A novel water-soluble rhodium-poly(enolate-co-vinyl alcohol-co-vinyl acetate) catalyst for the hydroformylation of olefins [J].
Chen, JH ;
Alper, H .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (05) :893-895
[10]   From supported homogeneous catalysts to heterogeneous molecular catalysts [J].
Choplin, A ;
Quignard, F .
COORDINATION CHEMISTRY REVIEWS, 1998, 178 :1679-1702