Synthesis and characterization of 1,3-diamino-graphene as a heterogeneous ligand for a CuI-catalyzed C-N coupling reaction

被引:10
作者
Zhou, Limei [1 ]
Yin, Mengyun [1 ]
Jiang, Xiaohui [1 ]
Huang, Qiang [1 ]
Lang, Wencheng [1 ]
机构
[1] China West Normal Univ, Chem Synth & Pollut Control Key Lab Sichuan Prov, Nanchong 637002, Sichuan, Peoples R China
关键词
GRAPHENE OXIDE; DIAMINE LIGANDS; SCHIFF-BASE; REDUCTION; COMPLEXES; ARYLATION; ACID; NANOSHEETS; COPPER(I); EFFICIENT;
D O I
10.1039/c5nj02625c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
1,3-Diamino-graphene (NH2-G-NH2) materials were synthesized using a simple chemical method. The as-prepared materials were characterized using FT-IR, TG, XRD, XPS, and SEM measurements. The results revealed that a 1,3-diamino group was successfully grafted on graphene and could immobilize CuI by coordination interactions. The NH2-G-NH2 materials can be used as heterogeneous ligands for CuI-catalyzed C-N coupling reactions, and the desired products were obtained with good yields. The reaction system is much smoother at lower temperature compared with others previously reported. Additionally, the new method can easily realize the purification of products and recycling of catalysts.
引用
收藏
页码:1454 / 1459
页数:6
相关论文
共 40 条
  • [11] Sulfonic acid containing cation-exchanger resin "INDION-770" and copper(I) salts: a novel reusable catalyst for N-arylation of NH-heterocycles with haloarenes
    Joseph, P. J. Amal
    Priyadarshini, S.
    Kantam, M. Lakshmi
    Maheswaran, H.
    [J]. CATALYSIS SCIENCE & TECHNOLOGY, 2011, 1 (02) : 234 - 238
  • [12] Reduction and Functionalization of Graphene Oxide Sheets Using Biomimetic Dopamine Derivatives in One Step
    Kaminska, Izabela
    Das, Manash R.
    Coffinier, Yannick
    Niedziolka-Jonsson, Joanna
    Sobczak, Jonusz
    Woisel, Patrice
    Lyskawa, Joel
    Opallo, Marcin
    Boukherroub, Rabah
    Szunerits, Sabine
    [J]. ACS APPLIED MATERIALS & INTERFACES, 2012, 4 (02) : 1016 - 1020
  • [13] Co3O4@graphene Composites as Anode Materials for High-Performance Lithium Ion Batteries
    Li, Baojun
    Cao, Huaqiang
    Shao, Jin
    Li, Guoqiang
    Qu, Meizhen
    Yin, Gui
    [J]. INORGANIC CHEMISTRY, 2011, 50 (05) : 1628 - 1632
  • [14] PEGylated nanographene oxide for delivery of water-insoluble cancer drugs
    Liu, Zhuang
    Robinson, Joshua T.
    Sun, Xiaoming
    Dai, Hongjie
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2008, 130 (33) : 10876 - +
  • [15] Copper/Amino Acid Catalyzed Cross-Couplings of Aryl and Vinyl Halides with Nucleophiles
    Ma, Dawei
    Cai, Qian
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (11) : 1450 - 1460
  • [16] Low-temperature intermediates to oxygen reduction reaction catalysts based on amine-modified metal-loaded carbons. An XPS and ss-NMR investigation
    Marzorati, Stefania
    Ragg, Enzio M.
    Longhi, Mariangela
    Formaro, Leonardo
    [J]. MATERIALS CHEMISTRY AND PHYSICS, 2015, 162 : 234 - 243
  • [17] STUDY OF CORE ELECTRON BINDING-ENERGIES IN SOME GROUP IIIA, VB, AND VIB COMPOUNDS
    MCGUIRE, GE
    SCHWEITZ.GK
    CARLSON, TA
    [J]. INORGANIC CHEMISTRY, 1973, 12 (10) : 2450 - 2453
  • [18] Grafting of oxo-vanadium Schiff base on graphene nanosheets and its catalytic activity for the oxidation of alcohols
    Mungse, Harshal P.
    Verma, Sanny
    Kumar, Neeraj
    Sain, Bir
    Khatri, Om P.
    [J]. JOURNAL OF MATERIALS CHEMISTRY, 2012, 22 (12) : 5427 - 5433
  • [19] A carbon-free ruthenium oxide/mesoporous titanium dioxide electrode for lithium-oxygen batteries
    Park, Jin-Burn
    Belharouak, Ilias
    Lee, Yun Jung
    Sun, Yang-Kook
    [J]. JOURNAL OF POWER SOURCES, 2015, 295 : 299 - 304
  • [20] Montmorillonite-Supported Copper(I) for Catalyzing N-Arylation of Nitrogen Heterocycles
    Qi Xiaolong
    Zhou Limei
    Jiang Xiaohui
    Fan Hongwei
    Fu Haiyan
    Chen Hua
    [J]. CHINESE JOURNAL OF CATALYSIS, 2012, 33 (12) : 1877 - 1882