Palladium-free and phosphine-free Sonogashira coupling reaction of aryl halides with terminal alkynes catalyzed by boehmite nanoparticle-anchored Cu(I) diethylenetriamine complex

被引:0
|
作者
Mohammad Bakherad
Rahele Doosti
Mahdi Mirzaee
Khosrow Jadidi
Amir H. Amin
Omid Amiri
机构
[1] Shahrood University of Technology,School of Chemistry
[2] Shahid Beheshti University,Department of Chemistry
来源
关键词
Boehmite nanoparticles; Palladium-free; Sonogashira reaction; Aryl halide;
D O I
暂无
中图分类号
学科分类号
摘要
In this work, a novel diethylenetriamine-functionalized-boehmite nanoparticle-supported Cu(I) catalyst is synthesized. The catalyst prepared is then characterized by FT-IR spectroscopy, scanning electron microscopy, transmission electron microscopy, X-ray diffraction spectroscopy, and inductively coupled plasma techniques. The catalyst prepared shows great activity in the Sonogashira coupling reaction of aryl halides with terminal alkynes in DMF under an argon atmosphere. Moreover, it could be removed from the reaction mixture by means of simple filtration and used again for up to six runs without an appreciable loss in its activity.
引用
收藏
页码:7347 / 7363
页数:16
相关论文
共 50 条
  • [1] Palladium-free and phosphine-free Sonogashira coupling reaction of aryl halides with terminal alkynes catalyzed by boehmite nanoparticle-anchored Cu(I) diethylenetriamine complex
    Bakherad, Mohammad
    Doosti, Rahele
    Mirzaee, Mahdi
    Jadidi, Khosrow
    Amin, Amir H.
    Amiri, Omid
    RESEARCH ON CHEMICAL INTERMEDIATES, 2017, 43 (12) : 7347 - 7363
  • [2] Amine- and phosphine-free palladium(II)-catalyzed homocoupling reaction of terminal alkynes
    Li, JH
    Yun, L
    Zhang, XD
    TETRAHEDRON, 2005, 61 (07) : 1903 - 1907
  • [3] CuI-catalyzed coupling reaction of aryl halides with terminal alkynes in the absence of palladium and phosphine
    Ma, DW
    Liu, F
    CHEMICAL COMMUNICATIONS, 2004, (17) : 1934 - 1935
  • [4] Phosphine-Free Palladium-Catalyzed Decarboxylative Coupling of Alkynylcarboxylic Acids with Aryl and Heteroaryl Halides
    Reddy, Vishnuvardhan
    Srinivas, Pottabathula
    Annapurna, Manne
    Bhargava, Suresh
    Wagler, Jorg
    Mirzadeh, Nedaossadat
    Kantam, Mannepalli Lakshmi
    ADVANCED SYNTHESIS & CATALYSIS, 2013, 355 (04) : 705 - 710
  • [5] Copper-catalyzed, palladium-free carbonylative Sonogashira coupling reaction of aliphatic and aromatic alkynes with lodoaryls
    Tambade, Pawan J.
    Patil, Yogesh P.
    Nandurkar, Nitin S.
    Bhanage, Blialchandra M.
    SYNLETT, 2008, (06) : 886 - 888
  • [6] Heterogeneously Catalyzed Phosphine-Free Heck Cross-Coupling Reaction of Aryl Halides with Reusable Palladium(II) Schiff Base Complex
    Islam, Manirul
    Mondal, Paramita
    Tuhina, Kazi
    Roy, Anupam S.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2011, 22 (02) : 319 - 326
  • [7] A phosphine-free heterogeneous coupling of acyl chlorides with terminal alkynes catalyzed by an MCM-41-immobilized palladium complex
    Huang, Bin
    Yin, Lin
    Cai, Mingzhong
    NEW JOURNAL OF CHEMISTRY, 2013, 37 (10) : 3137 - 3144
  • [8] Copper- and Phosphine-Free Sonogashira Coupling Reaction Catalyzed by Polyurea-Encapsulated Palladium(II)
    Kuang, Yun-Yan
    Chen, Fen-Er
    HELVETICA CHIMICA ACTA, 2009, 92 (05) : 897 - 902
  • [9] Palladium-free copper-catalyzed coupling reaction of aryl iodides and terminal acetylenes in water
    Chen, Gong
    Zhu, Xinhai
    Cai, Jiwen
    Wan, Yiqian
    SYNTHETIC COMMUNICATIONS, 2007, 37 (7-9) : 1355 - 1361
  • [10] The first heterogeneous Sonogashira coupling reaction of aryl halides with terminal alkynes catalyzed by diatomite-supported palladium(II) salophen complex
    Bahramian, Bahram
    Bakherad, Mohammad
    Keivanloo, Ali
    Bakherad, Zohre
    Karrabi, Behzad
    APPLIED ORGANOMETALLIC CHEMISTRY, 2011, 25 (06) : 420 - 423