Palladium nanoparticles supported on modified single-walled carbon nanotubes: a heterogeneous and reusable catalyst in the Ullmann-type N-arylation of imidazoles and indoles

被引:73
|
作者
Veisi, Hojat [1 ]
Morakabati, Nekoo [2 ]
机构
[1] Payame Noor Univ, Dept Chem, Tehran, Iran
[2] Islamic Azad Univ, Tonekabon Branch, Dept Chem, Tonekabon, Iran
关键词
MAGNETIC FE3O4 NANOPARTICLES; ONE-POT SYNTHESIS; ARYL HALIDES; COUPLING REACTIONS; SUBSTITUTED PYRROLES; ROOM-TEMPERATURE; BOND FORMATION; EFFICIENT; COPPER; SUZUKI;
D O I
10.1039/c4nj02108h
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Air-and moisture-stable and recyclable palladium nanoparticles supported on modified single-walled carbon nanotubes (SWCNT-Met/Pd) behave as very efficient heterogeneous catalysts in the Ullmann coupling of imidazoles and indoles with aryl iodides to afford the corresponding C-N coupling reactions under aerobic conditions. These cross coupled products were produced in excellent yields at low palladium loading (similar to 0.2 mol%) and the heterogeneous catalyst can be readily recovered by simple filtration and reused five times without a noticeable loss in its catalytic activity.
引用
收藏
页码:2901 / 2907
页数:7
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    Tung T. Nguyen
    Nam T. S. Phan
    [J]. Catalysis Letters, 2014, 144 : 1877 - 1883
  • [2] A Metal-Organic Framework Cu2(BDC)2(DABCO) as an Efficient and Reusable Catalyst for Ullmann-Type N-Arylation of Imidazoles
    Nguyen, Tung T.
    Phan, Nam T. S.
    [J]. CATALYSIS LETTERS, 2014, 144 (11) : 1877 - 1883
  • [3] SBA-15-functionalized melamine-pyridine group-supported palladium(0) as an efficient heterogeneous and recyclable nanocatalyst for N-arylation of indoles through Ullmann-type coupling reactions
    Veisi, Hojat
    Heravi, Mohammad Reza Poor
    Hamelian, Mona
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (05) : 334 - 337
  • [4] Pd immobilized on modified magnetic Fe3O4 nanoparticles: Magnetically recoverable and reusable Pd nanocatalyst for Suzuki-Miyaura coupling reactions and Ullmann-type N-arylation of indoles
    RAMIN GHORBANI-VAGHEI
    SABA HEMMATI
    MALAK HEKMATI
    [J]. Journal of Chemical Sciences, 2016, 128 : 1157 - 1162
  • [5] Pd immobilized on modified magnetic Fe3O4 nanoparticles: Magnetically recoverable and reusable Pd nanocatalyst for Suzuki-Miyaura coupling reactions and Ullmann-type N-arylation of indoles
    Ghorbani-Vaghei, Ramin
    Hemmati, Saba
    Hekmati, Malak
    [J]. JOURNAL OF CHEMICAL SCIENCES, 2016, 128 (07) : 1157 - 1162
  • [6] Preparation, Characterization and Application of Copper Schiff base Complex Supported on MCM-41 as a Recyclable Catalyst for the Ullmann-type N-arylation Reaction
    Niakan, Mahsa
    Asadi, Zahra
    Zare, Sayeh
    [J]. CHEMISTRYSELECT, 2020, 5 (01): : 40 - 48
  • [7] An efficient, mild and selective Ullmann-type N-arylation of indoles catalysed by Pd immobilized on amidoxime-functionalized mesoporous SBA-15 as heterogeneous and recyclable nanocatalyst
    Ghorbani-Vaghei, Ramin
    Hemmati, Saba
    Hamelian, Mona
    Veisi, Hojat
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (04) : 195 - 199
  • [8] Narrow (n,m)-distribution of single-walled carbon nanotubes grown using a solid supported catalyst
    Bachilo, SM
    Balzano, L
    Herrera, JE
    Pompeo, F
    Resasco, DE
    Weisman, RB
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2003, 125 (37) : 11186 - 11187
  • [9] (n, m) Distribution of Single-Walled Carbon Nanotubes Grown from a Non-Magnetic Palladium Catalyst
    Qin, Xiaofan
    Li, Dong
    Feng, Lihu
    Wang, Ying
    Zhang, Lili
    Qian, Liu
    Zhao, Wenyue
    Xu, Ningning
    Chi, Xinyan
    Wang, Shiying
    He, Maoshuai
    [J]. MOLECULES, 2023, 28 (06):
  • [10] Oxidized Ni-Y nanoparticles supported on single-walled carbon nanotubes as catalyst for ultra-deep hydrodesulfurization of gasoline
    Xu, Kai
    Zhou, Chen
    Xu, Xiuwen
    Kong, Jing
    Li, Yongfeng
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250