Functionalised Chitosan as a Green, Recyclable, Supported Catalyst for the Copper-Catalysed Ullmann C-N Coupling Reaction in Water

被引:53
作者
Yang, Bo [1 ]
Mao, Zuxing [1 ]
Zhu, Xinhai [1 ]
Wan, Yiqian [1 ]
机构
[1] Sun Yat Sen Univ, Sch Chem & Chem Engn, Guangzhou 510275, Guangdong, Peoples R China
基金
中国国家自然科学基金;
关键词
copper; Ullmann C-N coupling reaction; heterogeneous catalysis; green chemistry; HETEROGENEOUS CATALYST; LIGAND-FREE; ARYLATION; NANOPARTICLES; CHEMISTRY; PALLADIUM; EFFICIENT; POLYMER;
D O I
10.1016/j.catcom.2014.11.014
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
Functionalised chitosan was synthesised and combined with CuO to yield a recyclable, environment-friendly heterogeneous catalytic system for the Ullmann C-N coupling reaction in water. Various aromatic amines can be readily prepared from both electron-withdrawing and electron-donating aryl halides with anilines, benzylamine, aliphatic amines and imidazole with good to excellent yields, even for the hindered o-substituted aryl halides. (C) 2014 Elsevier B.V. All rights reserved.
引用
收藏
页码:92 / 95
页数:4
相关论文
共 50 条
  • [1] Facile synthesis of hydrochar supported copper nanocatalyst for Ullmann C-N coupling reaction in water
    Ge, Xin
    Ge, Meng
    Chen, Xinzhi
    Qian, Chao
    Liu, Xuemin
    Zhou, Shaodong
    MOLECULAR CATALYSIS, 2020, 484 (484)
  • [2] Origins of high catalyst loading in copper(I)catalysed Ullmann-Goldberg C-N coupling reactions
    Sherborne, Grant J.
    Adomeit, Sven
    Menzel, Robert
    Rabeah, Jabor
    Bruckner, Angelika
    Fielding, Mark R.
    Willans, Charlotte E.
    Nguyen, Bao N.
    CHEMICAL SCIENCE, 2017, 8 (10) : 7203 - 7210
  • [3] Chitosan-supported copper as an efficient and recyclable heterogeneous catalyst for A3/decarboxylative A3-coupling reaction
    Kaur, Pavneet
    Kumar, Bhupinder
    Kumar, Vinod
    Kumar, Rakesh
    TETRAHEDRON LETTERS, 2018, 59 (21) : 1986 - 1991
  • [4] An efficient and recyclable chitosan supported copper(II) heterogeneous catalyst for C-N cross coupling between aryl halides and aliphatic diamines
    Bodhak, Chandan
    Kundu, Ashis
    Pramanik, Animesh
    TETRAHEDRON LETTERS, 2015, 56 (02) : 419 - 424
  • [5] Magnetic MCR-Functionalized Graphene Oxide Complexed with Copper Nano-Particles: An Efficient and Recyclable Nanocatalyst for Ullmann C-N Coupling Reaction
    Bagheri, Hashem
    Baharfar, Robabeh
    POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (08) : 7580 - 7596
  • [6] Formation of C-C, C-S and C-N bonds catalysed by supported copper nanoparticles
    Mitrofanov, Alexander Yu.
    Murashkina, Arina V.
    Martin-Garcia, Iris
    Alonso, Francisco
    Beletskaya, Irina P.
    CATALYSIS SCIENCE & TECHNOLOGY, 2017, 7 (19) : 4401 - 4412
  • [7] Copper-catalysed C-N/C-O coupling in water: a facile access to N-coumaryl amino acids and fluorescent tyrosine & lysine labels
    Kumari, Santosh
    Shakoor, S. M. Abdul
    Bajaj, Kiran
    Nanjegowda, S. H.
    Mallu, P.
    Sakhuja, Rajeev
    TETRAHEDRON LETTERS, 2016, 57 (25) : 2732 - 2736
  • [8] A recyclable Cu-catalyzed C-N coupling reaction in water and its application to synthesis of imidazo[1,2-a]quinoxaline
    Huang, Liye
    Yu, Ruina
    Zhu, Xinhai
    Wan, Yiqian
    TETRAHEDRON, 2013, 69 (42) : 8974 - 8977
  • [9] A green and recyclable chitosan supported catalyst for the borylation of α,β-unsaturated acceptors in water
    Xu, Pengyu
    Li, Bojie
    Wang, Liansheng
    Qin, Caiqin
    Zhu, Lei
    CATALYSIS COMMUNICATIONS, 2016, 86 : 23 - 26
  • [10] Sustainable strategies of C-N bond formation via Ullmann coupling employing earth abundant copper catalyst
    Yashwantrao, Gauravi
    Saha, Satyajit
    TETRAHEDRON, 2021, 97