Palladium nanoparticles supported in a polymeric membrane: an efficient phosphine-free "green" catalyst for Suzuki-Miyaura reactions in water

被引:108
|
作者
Faria, Vinicius W. [1 ]
Oliveira, Deyvid G. M. [2 ]
Kurz, Marcia H. S. [2 ]
Goncalves, Fabio F. [2 ]
Scheeren, Carla W. [1 ]
Rosa, Gilber R. [2 ]
机构
[1] Fundacao Univ Fed Rio Grande, Escola Quim & Alimentos, BR-96203900 Rio Grande, RS, Brazil
[2] FURG, Escola Quim & Alimentos, BR-95500000 Santo Antonio Patrulha, RS, Brazil
关键词
HECK REACTIONS; IONIC LIQUID; ARYL;
D O I
10.1039/c4ra01104j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Palladium(0) nanoparticles supported on a polymeric membrane, CA/Pd(0), were found to be a highly efficient "dip catalyst" (heterogeneous catalyst) for Suzuki-Miyaura cross-coupling reactions. Iodo-, bromo- and electron-poor chloroarenes coupled with phenylboronic acid under eco-friendly conditions (i.e., phosphine-free and with water as the solvent) to give excellent yields. The CA/Pd(0) was prepared initially via the synthesis of Pd(0) by hydrogen decomposition of Pd(acac)(2) dissolved in BMI center dot BF4 ionic liquid at 75 degrees C for 1.0 hour to yield a black suspension (nanoparticles with a diameter of 2.7 +/- 0.4 nm). These nanoparticles were washed with acetone and dried under reduced pressure. The Pd(0) nanoparticles were subsequently added to a cellulose acetate solution with acetone to generate the CA/Pd(0) polymeric membrane. The CA/Pd(0) "dip catalyst" was characterised by X-ray diffraction (XRD), scanning electron microscopy (SEM), electron-dispersive spectroscopy (EDS) and transmission electron microscopy (TEM).
引用
收藏
页码:13446 / 13452
页数:7
相关论文
共 50 条
  • [41] Palladium nanoparticles supported on reduced graphene oxide (Pd@rGO): an efficient heterogeneous catalyst for Suzuki-Miyaura, Heck-Matsuda and Double Suzuki-Miyaura cross-coupling reactions
    Sarkar, Rajib
    Sarkar, Fillip Kumar
    Gajurel, Sushmita
    Kyndiah, Lenida
    Saha, Mithu
    Pal, Amarta Kumar
    NEW JOURNAL OF CHEMISTRY, 2023, 47 (22) : 10659 - 10671
  • [42] Palladium Supported on Functionalized Mesoporous Silica as an Efficient Catalyst for Suzuki-Miyaura Coupling Reaction
    Zhang, Guoheng
    Wang, Peiyu
    Wei, Xiufang
    CATALYSIS LETTERS, 2013, 143 (11) : 1188 - 1194
  • [43] Palladium supported on mesoporous silica via an in-situ method as an efficient catalyst for Suzuki-Miyaura coupling reactions
    Wang, Peiyu
    Zhang, Guoheng
    Liu, Liwei
    Jiao, Haiyan
    Deng, Xiaoyan
    Zheng, Xiaoping
    MATERIALS RESEARCH BULLETIN, 2014, 59 : 365 - 369
  • [44] Sustainable access to π-conjugated molecular building blocks via phosphine-free, ppm palladium level Suzuki-Miyaura reaction in water
    Mattiello, Sara
    Ghiglietti, Erika
    Fappani, Alice
    Fratepietro, Annapia
    Ciallella, Miriam
    Giulini, Nicolo
    Sassi, Mauro
    Beverina, Luca
    CATALYSIS TODAY, 2024, 442
  • [45] An imidazolium ionic compound-supported palladium complex as an efficient catalyst for Suzuki-Miyaura reactions in aqueous media
    Zong, Yingxiao
    Wang, Junke
    He, Yubi
    Yue, Guoren
    Wang, Xicun
    Pan, Yi
    RSC ADVANCES, 2016, 6 (92) : 89621 - 89626
  • [46] Palladium (II)-Phosphine Complexes Supported on Magnetic Nanoparticles: Filtration-Free, Recyclable Catalysts for Suzuki-Miyaura Cross-Coupling Reactions
    Shylesh, Sankaranarayanapillai
    Wang, Lei
    Thiel, Werner R.
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (2-3) : 425 - 432
  • [47] Palladium Nanoparticles Supported on Zirconium Metal Organic Framework as an Efficient Heterogeneous Catalyst for the Suzuki-Miyaura Coupling Reaction
    Pourkhosravani, M.
    Dehghanpour, S.
    Farzaneh, F.
    CATALYSIS LETTERS, 2016, 146 (02) : 499 - 508
  • [48] Air-stable, recyclable, and time-efficient diphenylphosphinite cellulose-supported palladium nanoparticles as a catalyst for Suzuki-Miyaura reactions
    Du, Qingwei
    Li, Yiqun
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2011, 7 : 378 - 384
  • [49] A SELF-SUPPORTED PALLADIUM-BIPYRIDYL CATALYST FOR THE SUZUKI-MIYAURA COUPLING IN WATER
    Osako, Takao
    Uozumi, Yasuhiro
    HETEROCYCLES, 2010, 80 (01) : 505 - 514
  • [50] Asymmetric Suzuki-Miyaura Coupling in Water with a Chiral Palladium Catalyst Supported on an Amphiphilic Resin
    Uozumi, Yasuhiro
    Matsuura, Yutaka
    Arakawa, Takayasu
    Yamada, Yoichi M. A.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (15) : 2708 - 2710