In situ generation of palladium nanoparticles: ligand-free palladium catalyzed ultrafast Suzuki-Miyaura cross-coupling reaction in aqueous phase at room temperature

被引:57
|
作者
Du, Zhengyin [1 ,2 ]
Zhou, Wanwei [1 ,2 ]
Wang, Fen [1 ,2 ]
Wang, Jin-Xian [1 ,2 ]
机构
[1] NW Normal Univ, Minist Educ, Key Lab Ecoenvironm Related Polymer Mat, Lanzhou 730070, Peoples R China
[2] NW Normal Univ, Coll Chem & Chem Engn, Key Lab Polymer Mat Gansu Prov, Lanzhou 730070, Peoples R China
关键词
Suzuki-Miyaura cross-coupling; Ligand-free catalysis; Palladium nanoparticles; Aqueous phase reaction; Green chemistry; ARYL CHLORIDES; HETEROGENEOUS PALLADIUM; HIGHLY EFFICIENT; CARBENE LIGANDS; WATER; MICROWAVE; HALIDES; MEDIA; ELECTROPHILES; PROTOCOL;
D O I
10.1016/j.tet.2011.04.093
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An ultrafast and highly efficient ligand-free Suzuki-Miyaura cross-coupling reaction between aryl bromides/iodides and arylboronic acids using palladium chloride as catalyst in PEG400/H2O in air at room temperature has been developed. TEM showed that palladium nanoparticles were generated in situ from PdCl2/PEG400/H2O without use of other reductants. The catalyst system can be recycled to reuse three times with good yields. (C) 2011 Elsevier Ltd. All rights reserved.
引用
收藏
页码:4914 / 4918
页数:5
相关论文
共 50 条
  • [31] Synthesis of monodispersed palladium nanoparticle at room temperature and its catalytic activity for Suzuki-Miyaura cross-coupling reaction
    Roy, Subhasish
    Senapati, Kula Kamal
    Phukan, Prodeep
    INDIAN JOURNAL OF CHEMISTRY, 2022, 61 (01): : 99 - 105
  • [32] Advance on Applications of Microwave Technique in Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
    Li, Qinghan
    Ding, Yong
    Zhang, Gang
    Zhang, Zhen
    Mo, Song
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2016, 36 (01) : 83 - 104
  • [33] Palladium-Catalyzed Ligand-Free Suzuki-Miyaura Reaction of Aryl Fluorosulfates and Various Arylboron Compounds
    Li, Xinmin
    Zhang, Hang
    Feng, Fangfang
    Hu, Qinghong
    Yuan, Zeli
    CHEMISTRYSELECT, 2018, 3 (43): : 12287 - 12290
  • [34] Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by Palladium Complexes of Hydroxynaphthalene-2-Oxazolines
    Barbeiro, Cristiane S.
    Vasconcelos, Stanley N. S.
    de Oliveira, Isadora M.
    Zukerman-Schpector, Julio
    Caracelli, Ignez
    Maganhi, Stella H.
    Stefani, Helio A.
    CHEMISTRYSELECT, 2017, 2 (26): : 8173 - 8177
  • [35] Efficient Pyrimidone-Promoted Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
    Zhang, Hong-Ping
    Dai, You-Zhi
    Zhou, Xi
    Yu, Huang
    SYNLETT, 2012, (08) : 1221 - 1224
  • [36] Convenient and efficient Suzuki-Miyaura cross-coupling catalyzed by a palladium/diazabutadiene system
    Grasa, GA
    Hillier, AC
    Nolan, SP
    ORGANIC LETTERS, 2001, 3 (07) : 1077 - 1080
  • [37] Arylcalixarenyl Phosphines in Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions
    Elaieb, Fethi
    Hedhli, Ahmed
    Semeril, David
    Matt, Dominique
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (10) : 1867 - 1873
  • [38] An aerobic ligandless palladium acetate catalysed Suzuki-Miyaura cross-coupling reaction in an aqueous solvent
    Li, Chen
    Li, Xiao-Qiang
    Zhang, Chi
    JOURNAL OF CHEMICAL RESEARCH-S, 2008, (09): : 525 - 527
  • [39] An air stable and efficient palladium catalyst for Suzuki-Miyaura cross coupling reaction at room temperature
    Pourkaveh, Raheleh
    Karimi, Hirbod
    IRANIAN JOURNAL OF CATALYSIS, 2016, 6 (05): : 489 - 495
  • [40] Ligand-free Suzuki-Miyaura Cross-Coupling Reactions of Aryltriazenes with Arylboronic Acids
    Nan Guangming
    Zhu Fanghua
    Wei Zhijun
    CHINESE JOURNAL OF CHEMISTRY, 2011, 29 (01) : 72 - 78