Pd@GO/Fe3O4/PAA/DCA: a novel magnetic heterogeneous catalyst for promoting the Sonogashira cross-coupling reaction

被引:18
|
作者
Daraie, Mansoureh [1 ]
Heravi, Majid M. [1 ]
Kazemi, Shaghayegh Sadat [1 ]
机构
[1] Alzahra Univ, Sch Sci, Dept Chem, Tehran, Iran
关键词
GO; Fe3O4; acrylamide; dicyandiamide; Pd nanoparticles; copper and ligand-free; Sonogashira cross-coupling reaction; REDUCED GRAPHENE OXIDE; SUZUKI-MIYAURA; EFFICIENT CATALYST; REUSABLE CATALYST; PD NANOPARTICLES; PALLADIUM; COPPER; HALLOYSITE; COMPLEX; SUPPORT;
D O I
10.1080/00958972.2019.1640360
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A hybrid system involving graphene oxide (GO), magnetic oxide (Fe3O4), acrylamide and dicyandiamide was prepared via amine functionalization of GO/Fe3O4 by means of covalent bonding with acrylamide and subsequent reaction with dicyandiamide to provide a multinitrogen containing polymer on the surface of GO. This hybrid system was utilized as a heterogeneous catalyst support for immobilizing Pd nanoparticles to provide the hybrid, Pd@GO/Fe3O4/PAA/DCA. This nano-Pd composite was characterized using Fourier transform infrared, transmission electron microscopy, scanning electron microscopy, vibrating sample magnetometer, thermogravimetric analysis, X-ray diffraction, and ICP techniques and used for promoting Sonogashira cross-coupling under mild reaction conditions. This heterogeneous and magnetic catalyst was easily separated by external magnet and was reused in a model reaction, efficiently up to six times with slight loss of catalytic activity and Pd leaching, showing the suitability of GO/Fe3O4/PAA/DCA for embedding Pd nanoparticles. To check the effect of the number of surface nitrogens of the polymeric chain on the catalytic performance, the activity of the catalyst was compared with Pd@GO/Fe3O4/PAA; increased number of the surface nitrogens on the chain polymer leads to higher loading of Pd and lower the Pd leaching. [GRAPHICS] .
引用
收藏
页码:2279 / 2293
页数:15
相关论文
共 50 条
  • [1] Synthesis of palladated magnetic nanoparticle (Pd@Fe3O4/AMOCAA) as an efficient and heterogeneous catalyst for promoting Suzuki and Sonogashira cross-coupling reactions
    Tamoradi, Taiebeh
    Daraie, Mansoureh
    Heravi, Majid M.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (04)
  • [2] Application of supported palladium nanoparticles over chitosan-agarose encapsulated Fe3O4 microspheres as efficient catalyst in the Sonogashira cross-coupling reactions
    Kakanejadifard, Ali
    Safarimehr, Parisa
    Karmakar, Bikash
    Pirhayati, Mozhgan
    Veisi, Hojat
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2025, 1029
  • [3] Magnetically Separable and Versatile Pd/Fe3O4 Catalyst for Efficient Suzuki Cross-Coupling Reaction and Selective Hydrogenation of Nitroarenes
    Zhang Rongzhao
    Liu Jianming
    Li Fuwei
    Wang Shoufeng
    Xia Chungu
    Sun Wei
    CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (03) : 525 - 530
  • [4] Composite Fe3O4/Si/Poly(N-Isopropyl Acrylamide)/Au Catalyst for Heck, Suzuki, and Sonogashira Cross-Coupling Reactions
    Kafshboran, Hadieh Rahbar
    Ghasemi, Soheila
    CHEMISTRYSELECT, 2025, 10 (04):
  • [5] Solvothermal single-pot synthesis of Pd-Fe3O4@GO catalyst: Enhanced catalytic performance in Sonogashira coupling reactions
    Pawar, Mahesh A.
    Nakhate, Akhil V.
    Kadu, Samidha S.
    Tekade, Pradip V.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2024, 38 (05)
  • [6] Palladium immobilized on amidoxime-functionalized magnetic Fe3O4 nanoparticles: a highly stable and efficient magnetically recoverable nanocatalyst for sonogashira coupling reaction
    Veisi, Hojat
    Sedrpoushan, Alireza
    Maleki, Behrooz
    Hekmati, Malak
    Heidari, Masoud
    Hemmati, Saba
    APPLIED ORGANOMETALLIC CHEMISTRY, 2015, 29 (12) : 834 - 839
  • [7] Palladium particles from oxime-derived palladacycle supported on Fe3O4/oleic acid as a catalyst for the copper-free Sonogashira cross-coupling reaction
    Karami, Kazem
    Najvani, Samaneh Dehghani
    Naeini, Nasrin Haghighat
    Herves, Pablo
    CHINESE JOURNAL OF CATALYSIS, 2015, 36 (07) : 1047 - 1053
  • [8] A novel magnetic nanoparticle as an efficient and recyclable heterogeneous catalyst for the Suzuki cross-coupling reaction
    Jin, Hui
    Cui, Mengyu
    Liu, Peiwen
    Wang, Zhuo
    Jin, Tongxia
    Yang, Yonghui
    Zhu, Weiping
    Qian, Xuhong
    REACTION CHEMISTRY & ENGINEERING, 2024, 9 (11): : 2954 - 2962
  • [9] Highly Active Fe3O4@SBA-15@NHC-Pd Catalyst for Suzuki-Miyaura Cross-Coupling Reaction
    Akkoc, Mitat
    Bugday, Nesrin
    Altin, Serdar
    ozdemir, Ismail
    Yasar, Sedat
    CATALYSIS LETTERS, 2022, 152 (06) : 1621 - 1638
  • [10] L-lysine-Pd Complex Supported on Fe3O4 MNPs: a novel recoverable magnetic nanocatalyst for Suzuki C-C Cross-Coupling reaction
    Ashraf, Muhammad Aqeel
    Liu, Zhenling
    Zhang, Dangquan
    Alimoradi, Ashkan
    APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (08)