A highly efficient, magnetite-supported and recyclable Pd catalyst for green C -C cross-coupling reactions

被引:1
作者
Gonzalez-Sebastian, Lucero [1 ]
Gutierrez-Carrillo, Atilano [1 ]
Huerta, Lazaro [2 ]
Lomas-Romero, Leticia [1 ]
机构
[1] Univ Autonoma Metropolitana Iztapalapa, Dept Quim, Av San Rafael Atlixco 186, Mexico City 09340, Mexico
[2] Univ Nacl Autonoma Mexico, Inst Invest Mat, Mexico City 70360, Mexico
关键词
Palladium complexes; Heterogeneous catalyst; Sonogashira and Suzuki reactions; Magnetic nanoparticles; C -C cross-coupling; Microwave; NANOPARTICLES; IMMOBILIZATION; COMPLEXES;
D O I
10.1016/j.jorganchem.2023.122793
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
In the present study, an efficient, convenient, and green process for Suzuki-Miyaura and copper-free Sonogashira C -C coupling reactions catalyzed by the heterogenous catalyst [PdCl2{Ph2P)2N(CH2)3 Si(OMe)3 }] immobilized on Fe3O4 @SiO2 nanoparticles is described. The magnetic nanocatalyst, [PdCl2{Ph2P)2N(CH2)3Si(OMe)3 }]/Fe3O4 @SiO2 (2), was easily recovered with an external magnetic field and reused at least six times without noticeable leaching or loss of its catalytic activity. Furthermore, this eco-friendly methodology was developed using bio-solvents such as H2O/EtOH and microwave irra-diation ensuring short reaction times.& COPY; 2023 Elsevier B.V. All rights reserved.
引用
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页数:11
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共 42 条
  • [21] Heterogeneous Copper-Free Sonogashira Cross-Coupling Reactions Catalyzed by a Recyclable Orthopalladated Azo-Complex
    Karami, Kazem
    Abedanzadeh, Sedigheh
    Afroomand, Mahdieh
    Herves, Pablo
    Bayat, Parvaneh
    [J]. CATALYSIS LETTERS, 2023, 153 (05) : 1438 - 1449
  • [22] An efficient ligand- and copper-free Sonogashira reaction catalyzed by palladium nanoparticles supported on pectin
    Khazaei, Ardeshir
    Rahmati, Sadegh
    Saednia, Shahnaz
    [J]. CATALYSIS COMMUNICATIONS, 2013, 37 : 9 - 13
  • [23] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS
    MIYAURA, N
    SUZUKI, A
    [J]. CHEMICAL REVIEWS, 1995, 95 (07) : 2457 - 2483
  • [24] Synthesis and characterization of silica-coated magnetite nanoparticles modified with bis(pyrazolyl) triazine ruthenium(II) complex and the application of these nanoparticles as a highly efficient catalyst for the hydrogen transfer reduction of ketones
    Mobinikhaledi, Akbar
    Moghanian, Hassan
    Ajerloo, Bahram
    Dousti, Fatemeh
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (02)
  • [25] A Pd(II) Magnetically Retrievable Catalyst for Hiyama Reaction: Functionalization of Magnetic Mesoporous Silica via Click Reaction
    Mousavi, Samira
    Mansoori, Yagoub
    Nuri, Ayat
    Esquivel, Dolores
    Angeles Navarro, Ma
    [J]. CATALYSIS LETTERS, 2022, 152 (11) : 3465 - 3478
  • [26] Mulahmetovic E., 2017, REV J CHEM, V7, P373, DOI [10.1134/S2079978017030037, DOI 10.1134/S2079978017030037]
  • [27] A new Pd(II)-supported catalyst on magnetic SBA-15 for C-C bond formation via the Heck and Hiyama cross-coupling reactions
    Rahimi, Leila
    Mansoori, Yagoub
    Nuri, Ayat
    Koohi-Zargar, Behzad
    Esquivel, Dolores
    [J]. APPLIED ORGANOMETALLIC CHEMISTRY, 2021, 35 (02)
  • [28] A New Magnetically Retrievable Porous Supported Catalyst for The Suzuki-Miyaura Cross-Coupling Reaction
    Rahimi, Leila
    Mansoori, Yagoub
    Nuri, Ayat
    Esquivel, Dolores
    [J]. CHEMISTRYSELECT, 2020, 5 (37): : 11690 - 11697
  • [29] 2-Pyridyl-benzimidazole-Pd(II)/Pd(0) Supported on Magnetic Mesoporous Silica: Aerobic Oxidation of Benzyl Alcohols/Benzaldehydes and Reduction of Nitroarenes
    Sajedi, Mohammad
    Mansoori, Yagoub
    Nuri, Ayat
    Fekri, Somayeh
    Esquivel, Dolores
    Angeles Navarro, Ma
    [J]. CATALYSIS SURVEYS FROM ASIA, 2022, 26 (03) : 193 - 210
  • [30] A Guide to Sonogashira Cross-Coupling Reactions: The Influence of Substituents in Aryl Bromides, Acetylenes, and Phosphines
    Schilz, Marc
    Plenio, Herbert
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (06) : 2798 - 2807