New functionalization of graphene oxide with N2O2 ligand for efficient loading of Cu nanostructures as a heterogeneous nanocatalyst for the synthesis of β-hydroxy-1,2,3-triazoles

被引:7
|
作者
Rakhshanipour, Mansoureh [1 ]
Eshghi, Hossein [1 ]
Bakavoli, Mehdi [1 ]
机构
[1] Ferdowsi Univ Mashhad, Fac Sci, Dept Chem, Mashhad 9177948974, Razavi Khorasan, Iran
关键词
1; 2; 3-triazole; click chemistry; copper; graphene oxide; SILICA-COATED NIFE2O4; ALKYNE CYCLOADDITIONS CUAAC; CLICK-CHEMISTRY; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; REGIOSELECTIVE SYNTHESIS; COPPER NANOPARTICLES; ONE-POT; 3-COMPONENT SYNTHESIS; RECOVERABLE CATALYST; RECYCLABLE CATALYST;
D O I
10.1002/aoc.5426
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
A new and heterogeneous copper complex immobilized on graphene oxide (GO) was prepared. This was achieved through organic functionalization of GO using 1,8-diamino-3,6-dioxaoctane (DADO) and then inorganic coordination of copper on the edges and basal plane of the functionalized GO (GO-DADO-Cu), which was reduced to Cu(0). The chemical structure of the prepared nanocatalyst was analyzed using various techniques. Most of the analyses confirmed the successful anchoring of copper and organic ligand on the GO surface. Moreover, the synthesized nanocatalyst has shown high catalytic activity in the synthesis of beta-hydroxy-1,2,3-triazole derivatives under mild reaction conditions (water and room temperature) resulting in good to excellent yields.
引用
收藏
页数:14
相关论文
共 50 条
  • [1] NEW SYNTHESIS OF HYDROXY-1,2,3-TRIAZOLES
    LIND, H
    KRISTINSSON, H
    SYNTHESIS-STUTTGART, 1974, (03): : 198 - 199
  • [2] New α-Hydroxy-1,2,3-triazoles and 9H-Fluorenes-1,2,3-triazoles: Synthesis and Evaluation as Glycine Transporter 1 Inhibitors
    da Silva, Veronica D.
    Silva, Rafaela R.
    Goncalves Neto, Joao
    Lopez-Corcuera, Beatriz
    Guimaraes, Marilia Z.
    Noel, Francois
    Buarque, Camilla D.
    JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY, 2020, 31 (06) : 1258 - 1269
  • [3] Click approach to the three-component synthesis of novel β-hydroxy-1,2,3-triazoles catalysed by new (Cu/Cu2O) nanostructure as a ligand-free, green and regioselective nanocatalyst in water
    Esmaeili-Shahri, Hadi
    Eshghi, Hossein
    Lari, Jalil
    Rounaghi, Seyyed Amin
    APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (01)
  • [4] A Cu(II)-Inorganic Co-Crystal as a Versatile Catalyst Towards 'Click' Chemistry for Synthesis of 1,2,3-triazoles and β-hydroxy-1,2,3-triazoles
    Ghosh, Debasish
    Dhibar, Subhendu
    Dey, Amiya
    Manna, Priyanka
    Mahata, Partha
    Dey, Biswajit
    CHEMISTRYSELECT, 2020, 5 (01): : 75 - 82
  • [5] Cu(II)-Hydrazide Coordination Compound Supported on Silica Gel as an Efficient and Recyclable Heterogeneous Catalyst for Green Click Synthesis of β-Hydroxy-1,2,3-triazoles in Water
    Emami, Marzieh
    Bikas, Rahman
    Noshiranzadeh, Nader
    Kozakiewicz, Anna
    Lis, Tadeusz
    ACS OMEGA, 2020, 5 (22): : 13344 - 13357
  • [6] CoFe2O4/Cu(OH)2 magnetic nanocomposite: an efficient and reusable heterogeneous catalyst for one-pot synthesis of β-hydroxy-1,4-disubstituted-1,2,3-triazoles from epoxides
    Eisavi, Ronak
    Karimi, Asmar
    RSC ADVANCES, 2019, 9 (51) : 29873 - 29887
  • [7] Study on the Green Synthesis of β-Hydroxy-1,2,3-triazoles Catalyzed by An Amino-Functionalized Graphene-Supported Ag-Cu Composites
    Huang Qiang
    Deng Tingting
    Zhu Jiayun
    Li Jun
    Li Feifei
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (02) : 534 - 542
  • [8] Green click synthesis of β-hydroxy-1,2,3-triazoles in water in the presence of a Cu(II)-azide catalyst: a new function for Cu(II)-azide complexes
    Noshiranzadeh, Nader
    Emami, Marzieh
    Bikas, Rahman
    Kozakiewicz, Anna
    NEW JOURNAL OF CHEMISTRY, 2017, 41 (07) : 2658 - 2667
  • [9] Synthesis of ferrocenyl based β-hydroxy-1,2,3-triazoles and study of electrochemical properties via click reaction
    Abbasi, Hassan
    Jadidi, Somayeh Rashtabad
    Teimuri-Mofrad, Reza
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2023, 985
  • [10] A new solvent system for efficient synthesis of 1,2,3-triazoles
    Lee, Bo-Young
    Park, So Ra
    Jeon, Heung Bae
    Kim, Kwan Soo
    TETRAHEDRON LETTERS, 2006, 47 (29) : 5105 - 5109