Highly efficient Suzuki cross-coupling reaction within an open channel plastic microreactor immobilized with palladium complexes

被引:0
|
作者
Hongling Li
Xiaotong Gao
Hui Ding
Min Yang
Qiaosheng Pu
机构
[1] Lanzhou University,State Key Laboratory of Applied Organic Chemistry, Key Laboratory of Nonferrous Metals Chemistry and Resources Utilization of Gansu Province, Department of Chemistry
[2] Chinese Academy of Sciences,National Engineering Research Center for Fine Petrochemical Intermediates, Lanzhou Institute of Chemical Physics
来源
关键词
Microfluidic reactor; Suzuki reaction; Immobilized palladium; Cyclic olefin copolymer;
D O I
暂无
中图分类号
学科分类号
摘要
A practical open channel microfluidic reactor with immobilized palladium complex was built on a cyclic olefin copolymer (COC) chip that was fabricated with a very simple hot-embossing technique. Palladium complex was immobilized on a photochemically grafted layer of polymerized N-[3-(dimethylamino)propyl]methacrylamide. Surface modification and catalyst immobilization onto COC were systematically characterized with streaming potential, surface contact angle, attenuated total reflection Fourier transform infrared spectrometry, scanning electron microscopy, atomic force microscopy and X-ray photoelectron spectroscopy. The reactor was comprised of a single 15 cm long serpentine channel of 120 μm (i.d.) and exhibited high efficiency for the Suzuki cross-coupling reaction of aryl iodides and bromides with arylboronic acids, affording good to excellent yields of the corresponding products. The reactions could be carried out smoothly with reduced reaction time and lower reactant consumption in the microreactor thermostated at 50°C. The proposed system may have great potential for high-throughput screening of catalysts and reaction conditions.
引用
收藏
页码:981 / 989
页数:8
相关论文
共 50 条
  • [1] Highly efficient Suzuki cross-coupling reaction within an open channel plastic microreactor immobilized with palladium complexes
    Li, Hongling
    Gao, Xiaotong
    Ding, Hui
    Yang, Min
    Pu, Qiaosheng
    MICROFLUIDICS AND NANOFLUIDICS, 2012, 12 (06) : 981 - 989
  • [2] Highly Efficient Bulky α-Diimine Palladium Complexes for Suzuki-Miyaura Cross-Coupling Reaction
    Huo, Ping
    Li, Jingbo
    Liu, Wanyun
    Mei, Guangquan
    CHINESE JOURNAL OF CHEMISTRY, 2017, 35 (03) : 363 - 367
  • [3] Highly active palladium nanoparticles immobilized on knitting microporous organic polymers as efficient catalysts for Suzuki–Miyaura cross-coupling reaction
    Kunpeng Song
    Peng Liu
    Jingyu Wang
    Bien Tan
    Tao Li
    Journal of Porous Materials, 2016, 23 : 725 - 731
  • [4] Polydopamine supported palladium nanoparticles: Highly efficient catalysts in Suzuki cross-coupling and tandem Suzuki cross-coupling/nitroarene reductions under green reaction conditions
    Kunfi, Attila
    May, Zoltan
    Nemeth, Peter
    London, Gabor
    JOURNAL OF CATALYSIS, 2018, 361 : 84 - 93
  • [5] Highly active palladium nanoparticles immobilized on knitting microporous organic polymers as efficient catalysts for Suzuki-Miyaura cross-coupling reaction
    Song, Kunpeng
    Liu, Peng
    Wang, Jingyu
    Tan, Bien
    Li, Tao
    JOURNAL OF POROUS MATERIALS, 2016, 23 (03) : 725 - 731
  • [6] A highly efficient memantine-modified palladium catalyst for Suzuki-Miyaura cross-coupling reaction
    Wu, Qinxu
    Wu, Leilei
    Zhang, Lei
    Fu, Haiyan
    Zheng, Xueli
    Chen, Hua
    Li, Ruixiang
    TETRAHEDRON, 2014, 70 (21) : 3471 - 3477
  • [7] Suzuki cross-coupling reaction over a palladium-pyridine complex immobilized on hydrotalcite
    Jimenez-Sanchidrian, Cesar
    Mora, Manuel
    Rafael Ruiz, Jose
    CATALYSIS COMMUNICATIONS, 2006, 7 (12) : 1025 - 1028
  • [8] Efficient palladium-catalyzed Suzuki cross-coupling reaction with β-ketoamine ligands
    Zhou, Zong-Zhou
    Liu, Feng-Shou
    Shen, Dong-Sheng
    Tan, Cheng
    Luo, Ling-Yan
    INORGANIC CHEMISTRY COMMUNICATIONS, 2011, 14 (05) : 659 - 662
  • [9] Highly efficient orthopalladated complexes of second and third benzyl amine for catalyzing the Suzuki cross-coupling reaction
    Karami, Kazem
    Salah, Mina Mohamadi
    APPLIED ORGANOMETALLIC CHEMISTRY, 2010, 24 (11) : 828 - 832
  • [10] Dabco as an inexpensive and highly efficient ligand for palladium-catalyzed Suzuki-Miyaura cross-coupling reaction
    Li, JH
    Liu, WJ
    ORGANIC LETTERS, 2004, 6 (16) : 2809 - 2811