The role of magnetic nanoparticles (MNP) as reducing agents in an MNP-supported Pd-catalyst for the reductive homocoupling of aryl halides

被引:8
作者
Zheng, Jie [2 ,3 ]
Lin, Shengyue [2 ,3 ]
Jiang, Bi-Wang [2 ,3 ]
Marder, Todd B. [1 ]
Yang, Zhen [2 ,3 ]
机构
[1] Univ Durham, Dept Chem, Durham DH1 3LE, England
[2] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Lab Chem Genom, Shenzhen 518055, Peoples R China
[3] Peking Univ, Shenzhen Grad Sch, Sch Chem Biol & Biotechnol, Nanomicro Mat Res Ctr, Shenzhen 518055, Peoples R China
来源
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE | 2012年 / 90卷 / 01期
基金
英国工程与自然科学研究理事会; 美国国家科学基金会;
关键词
magnetic nanoparticles; reducing agent; supported Pd catalyst; reductive homocoupling; aryl halides; CORE-SHELL NANOPARTICLES; AMMONIA BORANE; SYMMETRICAL BIARYLS; COUPLING REACTIONS; DEHYDROGENATION; HYDROGENATION;
D O I
10.1139/V11-133
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A palladium pincer catalyst grafted onto the surface of magnetic nanoparticles (MNPs) has been developed. This material effectively catalyzes the reductive homocoupling of various aryl halide substrates, with the MNP support acting as the reducing agent. The catalyst can be recycled up to five times in the absence of additional reducing agent to give almost quantitative yields of biaryl homocoupling products. After the reducing power of the MNP has been depleted, the supported Pd complex remains an effective catalyst for Suzuki-Miyaura cross-coupling.
引用
收藏
页码:138 / 144
页数:7
相关论文
共 28 条
  • [11] Magnetically recoverable chiral catalysts immobilized on magnetite nanoparticles for asymmetric hydrogenation of aromatic ketones
    Hu, AG
    Yee, GT
    Lin, WB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (36) : 12486 - 12487
  • [12] JUN YW, 2007, J CHEM SOC CHEM COMM, P1203
  • [13] Nickel- and palladium-catalyzed homocoupling of aryl triflates. Scope, limitation, and mechanistic aspects
    Jutand, A
    Mosleh, A
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1997, 62 (02) : 261 - 274
  • [14] Palladium-catalyzed tetrakis(dimethylamino)ethylene-promoted reductive coupling of aryl halides
    Kuroboshi, M
    Waki, Y
    Tanaka, H
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (10) : 3938 - 3942
  • [15] Nanoengineering of a magnetically separable hydrogenation catalyst
    Lu, AH
    Schmidt, W
    Matoussevitch, N
    Bönnemann, H
    Spliethoff, B
    Tesche, B
    Bill, E
    Kiefer, W
    Schüth, F
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2004, 43 (33) : 4303 - 4306
  • [16] Magnetic nanoparticles:: Synthesis, protection, functionalization, and application
    Lu, An-Hui
    Salabas, E. L.
    Schueth, Ferdi
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (08) : 1222 - 1244
  • [17] Cobalt-Catalyzed Formation of Symmetrical Biaryls and Its Mechanism
    Moncomble, Aurelien
    Le Floch, Pascal
    Gosmini, Corinne
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2009, 15 (19) : 4770 - 4774
  • [18] Expanding the utility of one-pot multistep reaction networks through compartmentation and recovery of the catalyst
    Phan, NTS
    Gill, CS
    Nguyen, JV
    Zhang, ZJ
    Jones, CW
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2006, 45 (14) : 2209 - 2212
  • [19] Nanoparticles as Semi-Heterogeneous Catalyst Supports
    Schaetz, Alexander
    Reiser, Oliver
    Stark, Wendelin J.
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (30) : 8950 - 8967
  • [20] A magnetically recyclable nanocomposite catalyst for olefin epoxidation
    Shokouhimehr, Mohammadreza
    Piao, Yuanzhe
    Kim, Jaeyun
    Jang, Youngjin
    Hyeon, Taeghwan
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (37) : 7039 - 7043