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
  • [41] Magnetic nanoparticles-supported palladium catalyzed Suzuki-Miyaura cross coupling
    Vibhute, Sandip P.
    Mhaldar, Pradeep M.
    Shejwal, Rajendra, V
    Pore, Dattaprasad M.
    TETRAHEDRON LETTERS, 2020, 61 (11-12)
  • [42] Monooxychlorophosphine as a novel and efficient ligand for palladium-catalyzed suzuki-miyaura cross-coupling of aryl chlorides
    Mai, Wenpeng
    Lv, Guanghua
    Gao, Lianxun
    SYNLETT, 2007, (14) : 2247 - 2251
  • [43] Zwitterionic Palladium Complexes: Room-Temperature Suzuki-Miyaura Cross-Coupling of Sterically Hindered Substrates in an Aqueous Medium
    Lee, Jhen-Yi
    Ghosh, Dabalina
    Lee, Jing-Yi
    Wu, Shih-Sheng
    Hu, Ching-Han
    Liu, Shuang-De
    Lee, Hon Man
    ORGANOMETALLICS, 2014, 33 (22) : 6481 - 6492
  • [44] A green synthesis of palladium nanoparticles by Sapindus mukorossi seed extract and use in efficient room temperature Suzuki-Miyaura cross-coupling reaction
    Borah, Raju Kumar
    Mahanta, Abhijit
    Dutta, Anurag
    Bora, Utpal
    Thakur, Ashim J.
    APPLIED ORGANOMETALLIC CHEMISTRY, 2017, 31 (11)
  • [45] Plasmonic catalysis for the Suzuki-Miyaura cross-coupling reaction using palladium nanoflowers
    Sarhid, Iyad
    Abdellah, Ibrahim
    Martini, Cyril
    Hu, Vincent
    Dragoe, Diana
    Beaunier, Patricia
    Lampre, Isabelle
    Remita, Hynd
    NEW JOURNAL OF CHEMISTRY, 2019, 43 (11) : 4349 - 4355
  • [46] Ligand-free Suzuki-Miyaura reaction catalysed by Pd/C at room temperature
    Zhang, GL
    JOURNAL OF CHEMICAL RESEARCH, 2004, (09) : 593 - 595
  • [47] Patterned Pd nanoparticles for investigating ligand-free Suzuki-Miyaura cross coupling
    Gosavi, Abha
    Mirkin, Chad
    Notestein, Justin
    Chernyak, Natalija
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2016, 251
  • [48] A simple and efficient protocol for a palladium-catalyzed ligand-free Suzuki reaction at room temperature in aqueous DMF
    Liu, Chun
    Ni, Qijian
    Bao, Fanying
    Qiu, Jieshan
    GREEN CHEMISTRY, 2011, 13 (05) : 1260 - 1266
  • [49] Suzuki-Miyaura cross-coupling with quasi-heterogeneous palladium
    Conlon, DA
    Pipik, B
    Ferdinand, S
    LeBlond, CR
    Sowa, JR
    Izzo, B
    Collins, P
    Ho, GJ
    Williams, JM
    Shi, YJ
    Sun, YK
    ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (08) : 931 - 935
  • [50] Suzuki coupling catalyzed by ligand-free palladium(II) species at room temperature and by exposure to air
    Deng, YJ
    Gong, LZ
    Mi, AQ
    Liu, H
    Jiang, YZ
    SYNTHESIS-STUTTGART, 2003, (03): : 337 - 339