Highly water-dispersible magnetite-supported Pd nanoparticles and single atoms as excellent catalysts for Suzuki and hydrogenation reactions

被引:18
|
作者
Guarnizo, A. [1 ]
Angurell, I. [1 ]
Muller, G. [1 ]
Llorca, J. [2 ,3 ]
Seco, M. [1 ]
Rossell, O. [1 ]
Rossell, M. D. [4 ]
机构
[1] Univ Barcelona, Dept Quim Inorgan & Organ, Seccio Quim Inorgan, Marti & Franques 1-11, E-08028 Barcelona, Spain
[2] Univ Politecn Cataluna, Inst Tecn Energet, Diagonal 647, Barcelona 08028, Spain
[3] Univ Politecn Cataluna, Ctr Recerca Nanoengn, Diagonal 647, Barcelona 08028, Spain
[4] Empa, Swiss Fed Labs Mat Sci & Technol, Electron Microscopy Ctr, Uberlandstr 129, CH-8600 Dubendorf, Switzerland
关键词
CROSS-COUPLING REACTIONS; PALLADIUM NANOPARTICLES; MIYAURA REACTION; RECYCLABLE CATALYSTS; REUSABLE CATALYSTS; IONIC LIQUID; EFFICIENT; REDUCTION; SONOGASHIRA; HECK;
D O I
10.1039/c6ra14257e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The molecule 4-(diphenylphosphino) benzoic acid (dpa) anchored on the surface of magnetite nanoparticles permits the easy capture of palladium ions that are deposited on the surface of the magnetite nanoparticles after reduction with NaBH4. Unexpectedly, a significant fraction of dpa is removed in this process. Samples of Fe(3)O(4)dpa@Pdx containing different Pd loadings (x = 0.1, 0.3, 0.5 and 1.0 wt%) were prepared, and their catalytic efficiency for the Suzuki C-C coupling reaction was studied. The best catalyst was Fe(3)O(4)dpa@Pd-0.5, which gave the highest TOF published to date for the reaction of bromobenzene with phenylboronic acid in a mixture of ethanol/water (1/1). Interestingly, the same reaction carried out in water also produced excellent yields of the resulting C-C coupling product. The behaviour of other bromide aryl molecules was also investigated. The best catalytic results for the aqueous phase reduction of 4-nitrophenol (4-NP) to 4-aminophenol (4-AP) were obtained using Fe(3)O(4)dpa@Pd-0.1. The presence of Pd SACs (single atom catalysts) seems to be responsible for this performance. In contrast, the same Fe(3)O(4)dpa@Pd-0.1 catalyst is absolutely inactive for the hydrogenation of styrene in ethanol.
引用
收藏
页码:68675 / 68684
页数:10
相关论文
共 41 条
  • [31] Assembling formation of highly dispersed Pd nanoparticles supported 1D carbon fiber electrospun with excellent catalytic active and recyclable performance for Suzuki reaction
    Yu, Dongdong
    Bai, Jie
    Wang, Junzhong
    Liang, Haiou
    Li, Chunping
    APPLIED SURFACE SCIENCE, 2017, 399 : 185 - 191
  • [32] Synthesis of Highly Active Pd Nanoparticles Supported Iron Oxide Catalyst for Selective Hydrogenation and Cross-Coupling Reactions in Aqueous Medium
    Shukla, Astha
    Singha, Rajib K.
    Sasaki, Takehiko
    Prasad, Vemulapalli V. D. N.
    Bal, Rajaram
    CHEMISTRYSELECT, 2019, 4 (17): : 5019 - 5032
  • [33] Ultrasmall nanoparticles and pseudo-single atoms of platinum supported on fibrous nanosilica (KCC-1/Pt): engineering selectivity of hydrogenation reactions
    Dhiman, Mahak
    Polshettiwar, Vivek
    JOURNAL OF MATERIALS CHEMISTRY A, 2016, 4 (32) : 12416 - 12424
  • [34] Pd Nanoparticles Immobilized on Orange-Like Magnetic Polymer-Supported Fe3O4/PPy Nanocomposites: A Novel and Highly Active Catalyst for Suzuki Reaction in Water
    Sun, Xun
    Zheng, Yuhua
    Sun, Libo
    Su, Huijuan
    Qi, Caixia
    CATALYSIS LETTERS, 2015, 145 (04) : 1047 - 1053
  • [35] Pd(II) supported dioxime functionalized Fe3O4 nanoparticles as efficient, eco-friendly and reusable catalysts for the Suzuki-Miyaura cross-coupling reaction in water
    Kilic, Ahmet
    Gezer, Esra
    Durap, Feyyaz
    Aydemir, Murat
    Baysal, Akin
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 896 : 129 - 138
  • [36] Highly selective hydrogenation of furfural to furfuryl alcohol over Pt nanoparticles supported on g-C3N4 nanosheets catalysts in water
    Chen, Xiufang
    Zhang, Ligang
    Zhang, Bo
    Guo, Xingcui
    Mu, Xindong
    SCIENTIFIC REPORTS, 2016, 6
  • [37] Triazole-Containing Dendrimer-like Core Cross-Linked Micelles that Stabilize Pd Nanoparticles as Heterogenized Homogeneous Catalysts for Room-Temperature Suzuki-Miyaura Reactions in Water
    Li, Bing
    Yu, Yangyang
    Zhao, Pengxiang
    Zhang, Shiyong
    CHEMISTRY-AN ASIAN JOURNAL, 2016, 11 (24) : 3550 - 3556
  • [38] Salen-porphyrin-based conjugated microporous polymer supported Pd nanoparticles: highly efficient heterogeneous catalysts for aqueous C-C coupling reactions
    Ju, Pengyao
    Wu, Shujie
    Su, Qing
    Li, Xiaodong
    Liu, Ziqian
    Li, Guanghua
    Wu, Qiaolin
    JOURNAL OF MATERIALS CHEMISTRY A, 2019, 7 (06) : 2660 - 2666
  • [39] Supported Palladium on Magnetic Nanoparticles-Starch Substrate (Pd-MNPSS): Highly Efficient Magnetic Reusable Catalyst for C-C Coupling Reactions in Water
    Tukhani, Maryam
    Panahi, Farhad
    Khalafi-Nezhad, Ali
    ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2018, 6 (01): : 1456 - 1467
  • [40] Journey on greener pathways: use of Euphorbia condylocarpa M. bieb as reductant and stabilizer for green synthesis of Au/Pd bimetallic nanoparticles as reusable catalysts in the Suzuki and Heck coupling reactions in water
    Nasrollahzadeh, Mahmoud
    Sajadi, S. Mohammad
    Rostami-Vartooni, Akbar
    Khalaj, Mehdi
    RSC ADVANCES, 2014, 4 (82) : 43477 - 43484