A new copper complex on graphene oxide: A heterogeneous catalyst for N-arylation and C-H activation

被引:25
|
作者
Mittal, Ayushi [1 ]
Kumari, Shweta [1 ]
Parmanand [1 ]
Yadav, Deepak [1 ,2 ]
Sharma, Sunil K. [1 ]
机构
[1] Univ Delhi, Dept Chem, Delhi 110007, India
[2] Cent Univ Haryana, Dept Chem, Mahendergarh 123031, India
关键词
Chan-Lam; copper complex; graphene-oxide; Propargylamines; HIGHLY ENANTIOSELECTIVE SYNTHESIS; METAL-ORGANIC FRAMEWORK; SCHIFF-BASE COMPLEXES; ARYLBORONIC ACIDS; EFFICIENT CATALYST; TERMINAL ALKYNES; SALEN COMPLEX; RECYCLABLE CATALYST; COUPLING REACTIONS; GREEN SYNTHESIS;
D O I
10.1002/aoc.5362
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Graphene oxide supported Cu (II) ligand complex (GO@AP/L-Cu) has been synthesized and characterized by FT-IR, Raman, PXRD, UV-Visible, TGA, XPS, FESEM, TEM, EDAX, Elemental mapping, BET, CHNS and AAS analysis. The complex has been found to be efficient and reusable heterogeneous catalyst for the N-arylation and C-H activation reactions, both the catalytic reactions were found to be simple, cleaner and give high yields (similar to 90%) of product. The catalyst can be easily filtered out from the reaction mixture and reused up to four times without significant loss of catalytic activity. The reported method is economical and novel in the sense that aqueous medium was used for both the reactions and for the stability of the catalyst. All isolated organic products were fully characterized on the basis of their physical and spectral data.
引用
收藏
页数:12
相关论文
共 50 条
  • [1] Electrospun copper oxide nanoparticles as an efficient heterogeneous catalyst for N-arylation of indole
    Khalil, Abdullah
    Fihri, Aziz
    Jouiad, Mustapha
    Hashaikeh, Raed
    [J]. TETRAHEDRON LETTERS, 2014, 55 (43) : 5973 - 5975
  • [2] Photoinduced Heterogeneous C-H Arylation by a Reusable Hybrid Copper Catalyst
    Choi, Isaac
    Mueller, Valentin
    Lole, Gaurav
    Koehler, Robert
    Karius, Volker
    Vioel, Wolfgang
    Jooss, Christian
    Ackermann, Lutz
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (16) : 3509 - 3514
  • [3] A Simple and Efficient Copper(II) Complex as a Catalyst for N-Arylation of Imidazoles
    Jiao, Yanli
    Yan, Nannan
    Xie, Jianwei
    Ma, Xiaowei
    Liu, Ping
    Dai, Bin
    [J]. CHINESE JOURNAL OF CHEMISTRY, 2013, 31 (02) : 267 - 270
  • [4] Copper Iodide as a Recyclable Catalyst for Buchwald N-Arylation
    Swapna, Kokkirala
    Murthy, Sabbavarapu Narayana
    Nageswar, Yadavalli Venkata Durga
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2010, 2010 (34) : 6678 - 6684
  • [5] Copper Catalyzed N-Arylation of Amidines with Aryl Boronic Acids and One-Pot Synthesis of Benzimidazoles by a Chan-Lam-Evans N-Arylation and C-H Activation/C-N Bond Forming Process
    Li, Jihui
    Benard, Sebastien
    Neuville, Luc
    Zhu, Jieping
    [J]. ORGANIC LETTERS, 2012, 14 (23) : 5980 - 5983
  • [6] Copper-catalyzed N-arylation and aerobic oxidative C-H/C-H coupling: one-pot synthesis of indoloimidazoquinoline derivatives
    Wang, Meng
    Jin, Yunhe
    Yang, Haijun
    Fu, Hua
    Hu, Liming
    [J]. RSC ADVANCES, 2013, 3 (22) : 8211 - 8214
  • [7] Copper oxide supported on mesoporous CeO2 as a catalyst for N-arylation reaction
    Al-Hmoud, Linda
    Chen, Lan
    Jones, Christopher W.
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [8] Copper-Catalyzed 8-Aminoquinoline-Directed Oxidative C-H/N-H Coupling for N-Arylation of Sulfoximines
    Grandhi, Gowri Sankar
    Dana, Suman
    Mandal, Anup
    Baidya, Mahiuddin
    [J]. ORGANIC LETTERS, 2020, 22 (07) : 2606 - 2610
  • [9] An efficient, reusable copper-oxide/carbon-nanotube catalyst for N-arylation of imidazole
    Gopiraman, Mayakrishnan
    Babu, Sundaram Ganesh
    Khatri, Zeeshan
    Kai, Wei
    Kim, Yoong Ahm
    Endo, Morinobu
    Karvembu, Ramasamy
    Kim, Ick Soo
    [J]. CARBON, 2013, 62 : 135 - 148
  • [10] Gold Modified Zeolite: An Efficient Heterogeneous Catalyst for N-Arylation of Indazole
    Emayavaramban, P.
    Kadirvelu, K.
    Dharmaraj, N.
    [J]. JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2016, 16 (09) : 9093 - 9103