Ligand-free heck coupling and homocoupling of aryl halides in the presence of tetrabutylammonium nitrate

被引:0
|
作者
Najmeh Nowrouzi
Dariush Tarokh
机构
[1] Persian Gulf University,Department of Chemistry, Faculty of Sciences
来源
Journal of the Iranian Chemical Society | 2015年 / 12卷
关键词
Heck reaction; Homocoupling reaction; Ligand free; Palladium; Tetrabutylammonium nitrate;
D O I
暂无
中图分类号
学科分类号
摘要
Tetrabutylammonium nitrate is reported as an effective reusable medium, suitable reducing and stabilizing agent for the Heck coupling reaction of aryl iodides and bromides with styrene and n-butyl acrylate. The efficient phosphine-free, palladium-catalyzed homocoupling reaction of aryl iodides and bromides is also demonstrated in the presence of tetrabutylammonium nitrate. The ionic liquid, still containing Pd (0) complex, is easily recovered and reused in several runs without losing its efficiency.
引用
收藏
页码:1623 / 1628
页数:5
相关论文
共 50 条
  • [1] Ligand-free heck coupling and homocoupling of aryl halides in the presence of tetrabutylammonium nitrate
    Nowrouzi, Najmeh
    Tarokh, Dariush
    JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2015, 12 (09) : 1623 - 1628
  • [2] Highly Regioselective Heck Coupling Reactions of Aryl Halides and Dihydropyran in the Presence of an NHC-Pyridine Ligand
    Jarusiewicz, Jamie
    Yoo, Kyung Soo
    Jung, Kyung Woon
    SYNLETT, 2009, (03) : 482 - 486
  • [3] Recyclable ligand-free mesoporous heterogeneous Pd catalysts for Heck coupling
    Papp, A
    Galbács, G
    Molnár, R
    TETRAHEDRON LETTERS, 2005, 46 (45) : 7725 - 7728
  • [4] Ligand-free Pd-Catalyzed C-N Coupling of Diphenylamine and Aryl Halides under Air
    Zhang Binbin
    Zhan Dan
    Zhang Xiaoping
    Xiang Qinjie
    Zeng Qingle
    ACTA CHIMICA SINICA, 2012, 70 (15) : 1655 - 1659
  • [5] Ligand-Free Copper Powder Catalyzed Direct Coupling Reaction of Heterocyclic C-H Bonds and Aryl Halides
    Han, Ying
    Wang, Xiaohu
    Wang, Xiaowei
    Lv, Liangzhong
    Diao, Guowang
    Yuan, Yu
    SYNTHESIS-STUTTGART, 2012, 44 (19): : 3027 - 3032
  • [6] A practical recycle of a ligand-free palladium catalyst for Heck reactions
    de Vries, AHM
    Parlevliet, FJ
    Schmieder-van de Vondervoort, L
    Mommers, JHM
    Henderickx, HJW
    Walet, MAM
    de Vries, JG
    ADVANCED SYNTHESIS & CATALYSIS, 2002, 344 (09) : 996 - 1002
  • [7] Synthesis of Aryl Substituted Quinones as β-Secretase Inhibitors: Ligand-Free Direct Arylation of Quinones with Aryl Halides
    Wang, Dawei
    Ge, Bingyang
    Yang, Shuyan
    Miao, Hongyan
    Ding, Yuqiang
    RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2014, 84 (08) : 1615 - 1621
  • [8] Recyclable Ligand-Free Nickel Catalysts in Heterogeneous Heck Coupling Reaction
    Wang, Fei
    Cao, Fei
    Li, Caolong
    NANOSCIENCE AND NANOTECHNOLOGY LETTERS, 2017, 9 (02) : 179 - 183
  • [9] Synthesis of aryl substituted quinones as β-secretase inhibitors: Ligand-free direct arylation of quinones with aryl halides
    Dawei Wang
    Bingyang Ge
    Shuyan Yang
    Hongyan Miao
    Yuqiang Ding
    Russian Journal of General Chemistry, 2014, 84 : 1615 - 1621
  • [10] Ligand-Free Copper-Catalyzed Cross-Coupling Reaction of Alkynes with Aryl Iodides and Vinyl Halides
    Tsai, Wan-Ting
    Lin, Yun-Yung
    Chen, Yi-An
    Lee, Chin-Fa
    SYNLETT, 2014, 25 (03) : 443 - 447