An efficient, reusable copper-oxide/carbon-nanotube catalyst for N-arylation of imidazole

Published on Oct 1, 2013in Carbon8.821
· DOI :10.1016/J.CARBON.2013.06.005
Mayakrishnan Gopiraman27
Estimated H-index: 27
(Shinshu University),
Sundaram Ganesh Babu15
Estimated H-index: 15
(National Institute of Technology, Tiruchirappalli)
+ 5 AuthorsIck Soo Kim36
Estimated H-index: 36
(Shinshu University)
Sources
Abstract
Abstract Copper oxide nanoparticles (CuONPs) were successfully decorated on acid treated multi-wall carbon nanotubes (f-MWCNTs) using copper acetate precursor by a very simple “mix and heat” method, and was used as a heterogeneous nanocatalyst for the N-arylation of imidazole for the first time. The transmission electron microscopic (TEM) images of the prepared nanocatalyst (CuO/MWCNT) showed a good adhesion of CuONPs on anchoring sites of the MWCNTs. The factual loading of Cu in CuO/MWCNT was 7.64 wt% as confirmed by inductively coupled plasma-mass spectrometry (ICP-MS). The chemical state of Cu on MWCNTs was +2 as revealed by wide angle X-ray diffraction (WAXD), X-ray photoelectron spectroscopic (XPS) and temperature programmed reduction (TPR) techniques. Initially the reaction conditions were optimized and then the scope of the catalytic system was extended with different aryl halides. 0.98 mol% (5 mg) of the catalyst was sufficient for N-arylation of imidazole. A literature survey showed that this is the smallest amount of catalyst used for this reaction in research reported to date. The CuO/MWCNT is chemically as well as physically very stable, heterogeneous in nature and reusable. After the catalytic reaction, MWCNTs were successfully separated from the used CuO/MWCNT and characterized by Raman, TEM and WAXD.
📖 Papers frequently viewed together
74 Citations
36 Citations
30 Citations
References48
Newest
Abstract CuO/CNTs were prepared as catalysts for the selective catalytic oxidation of ammonia and demonstrated high catalytic activity and N2 selectivity. The study results showed that the surface defects of carbon nanotubes (CNTs) could not only activate CuO, but also promote the electron transfer in the catalysis. Thus, along with increasing the defect density of the CNTs, the temperature for the complete ammonia oxidation could be decreased from 235 °C to 189 °C and the corresponding N2 selec...
44 CitationsSource
#1Ping Zhang (CPU: China Pharmaceutical University)H-Index: 1
#2Li Zhang (Anhui Normal University)H-Index: 7
Last. Fang Feng (CPU: China Pharmaceutical University)H-Index: 11
view all 4 authors...
We report on the sensitive determination of glucose using a glassy carbon electrode modified with CuO nanowires and a Nafion film. The structure and morphology of CuO nanowires were established by scanning electron microscopy and X-ray diffraction. The electrochemical performance of the modified electrode was investigated by cyclic voltammetry and chronoamperometry. Compared to a bare glassy carbon electrode, a substantial increase in efficiency of the electrocatalytic oxidation of glucose can b...
73 CitationsSource
Copper(II) oxide (CuO) nanoparticles have been synthesized from copper acetate by simple precipitation method and were found to be an efficient and inexpensive catalyst for C–N cross-coupling reactions of benzimidazole with various aryl halides. The catalyst was characterized by scanning electron microscope, transmission electron microscope, Brunauer–Emmett–Teller—surface area, and X-ray diffraction analysis. Benzimidazole undergoes reaction with aryl bromides, aryl chlorides, or aryl fluorides ...
61 CitationsSource
#1Bohua Wu (Hunan University)H-Index: 16
#2Yinjie Kuang (Hunan University)H-Index: 9
Last. Jinhua Chen (Hunan University)H-Index: 52
view all 4 authors...
Summary We briefly review the recent advances in the synthesis of noble metal nanoparticles/carbon nanotubes nanohybrids and their applications in heterogeneous catalysis, fuel cells, and chemo/biosensors.
273 CitationsSource
#1Manoli Cano (CSIC: Spanish National Research Council)H-Index: 1
#2Ana M. Benito (CSIC: Spanish National Research Council)H-Index: 40
Last. Esteban P. Urriolabeitia (CSIC: Spanish National Research Council)H-Index: 28
view all 4 authors...
Abstract A fast and easy one-step linker-free approach for the synthesis of palladium nanoparticle/multiwall carbon nanotube (Pd-NP/MWCNT) hybrid materials is described using microwave irradiation for the effective decomposition of Pd 2 dba 3 complex in the presence of MWCNTs. High loadings of Pd nanoparticles (up to 40 wt.%) having sizes between 3 and 5 nm are deposited on the surface of MWCNTs within a time of only 2 min. The Pd-NP/MWCNT materials serve as efficient catalysts in C–C coupling a...
40 CitationsSource
#1Philippe Serp (University of Toulouse)H-Index: 47
#2Eva Castillejos (University of Toulouse)H-Index: 9
Catalysis is currently recognized as a potential field of application for carbon nanotubes, and throughout the past decade the number of publications and patents on this subject has been increasing exponentially. In most of these cases, the use of these nanomaterials as support structures facilitates better performances than conventional supports. To date, most of the research has focused on supported metal catalysts, in which the active phase is located on the external surface of the carbon nan...
339 CitationsSource
#1Sabita Shrestha (SKKU: Sungkyunkwan University)H-Index: 2
#2Won Chel Choi (SKKU: Sungkyunkwan University)H-Index: 12
Last. Chong-Yun Park (SKKU: Sungkyunkwan University)H-Index: 29
view all 6 authors...
Abstract The field emission of multiwalled carbon nanotubes (MWCNTs) was improved after decorating their external surface with erbium (Er)-nanoparticles. The decoration was performed by liquid-phase reduction using ethylene glycol as the reducing agent. The oxidation of MWCNTs and the attachment of Er-nanoparticles on the surface of MWCNTs were confirmed by transmission electron microscopy and energy-dispersive X-ray spectroscopy. Raman spectroscopy also revealed the oxidation and functionalizat...
33 CitationsSource
#1Yi Wang (Sichuan University)H-Index: 3
#2Zhiqing Wu (Sichuan University)H-Index: 10
Last. Xiangge Zhou (Sichuan University)H-Index: 20
view all 5 authors...
124 CitationsSource
#1Jun Bian (SYSU: Sun Yat-sen University)H-Index: 6
#2Min Xiao (SYSU: Sun Yat-sen University)H-Index: 37
Last. Yuezhong Meng (SYSU: Sun Yat-sen University)H-Index: 58
view all 5 authors...
Abstract Multi-walled carbon nanotubes (MWCNTs) supported Cu–Ni bimetallic catalysts for the direct synthesis of dimethyl carbonate (DMC) from CH 3 OH and CO 2 were synthesized and investigated. The supporting materials and the synthesized catalysts were fully characterized using FTIR, scanning electron microscopy (SEM), transmission electron microscopy (TEM), temperature-programmed reduction (TPR), X-ray diffraction (XRD) and X-ray photoelectron spectrum (XPS) techniques. The catalytic activiti...
101 CitationsSource
A mild, efficient method utilizing a copper-diamine catalyst at room temperature is reported for the coupling of hindered imidazoles with unsubstituted, ortho-substituted, and bis-ortho-substituted boronic acids in good to excellent yields. Aryl halides do not reaction under these conditions permitting sequential N-arylation reactions.
50 CitationsSource
Cited By64
Newest
#1Yuhui Zhao (Kunming University of Science and Technology)H-Index: 2
#2Kezhen Chen (Kunming University of Science and Technology)H-Index: 5
Last. Yongming Luo (Kunming University of Science and Technology)H-Index: 21
view all 8 authors...
Abstract Sn modified Cu–Ce catalysts have been synthesized by the solvent-free combustion method for preferential oxidation of CO in H2-rich stream (CO-PROX) and characterized by N2 adsorption-desorption (BET), H2 temperature-programmed reduction (H2-TPR), X-ray diffraction (XRD), Raman, in-situ DRIFTS, X-ray photoelectron spectroscopy (XPS), and Oxygen storage capacity (OSC). The results show that the incorporation of Sn species accelerates the redox cycle among Sn, Cu and Ce, thus strengthenin...
Source
#1A.A. MenazeaH-Index: 27
#1A.A. MenazeaH-Index: 1
Last. M.K. Ahmed (Suez University)H-Index: 24
view all 2 authors...
Abstract This work is a present decoration of graphene oxide by silver and copper oxide nanoparticles via a chemical method in order to enhance the antibacterial activity. The increased supply for decoration of graphene oxide with metallic nanoparticles is growing, due to their use in science and technology. The synthesized GO, GO/AgNPs and GO/CuONPs nanocomposite have been investigated via; XRD, FTIR, TEM, and UV–Vis. The cell viability has been studied for the papered GO, GO/AgNPs, and GO/CuON...
32 CitationsSource
#1Deepika GeedkarH-Index: 1
#2Ashok KumarH-Index: 45
Last. Pratibha SharmaH-Index: 21
view all 3 authors...
Source
#1Tejas M. DhameliyaH-Index: 1
#2Hiren A. DongaH-Index: 1
Last. Mahesh T. ChhabriaH-Index: 1
view all 7 authors...
2 CitationsSource
#1Mohamed I. Fadlalla (UCT: University of Cape Town)H-Index: 3
#2P. Senthil Kumar (Thiagarajar College)H-Index: 1
Last. S. Ganesh Babu (VIT University)H-Index: 1
view all 4 authors...
Graphene-based materials receive attention in the field of energy and environmental application. The unique physiochemical assets such as the high surface area, high thermal stability, chemical flexibility, high electron mobility and mechanical solidity make it a highly versatile material for different applications. In this critical review, the application of graphene-based material in energy and environmental remediation is discussed in detail. More specifically, the role of graphene in thought...
6 CitationsSource
#1Lan LuoH-Index: 4
#2Tingting ZhangH-Index: 29
Last. Xu XiangH-Index: 29
view all 7 authors...
Hydrogen production by photoreforming of biomass-derived ethanol is a renewable way of obtaining clean fuel. We developed a site-specific deposition strategy to construct supported Au catalysts by rationally constructing Ti3+ defects inTiO2 nanorods and Cu2O-TiO2 p-n junction across the interface of two components. The Au nanoparticles (~2.5 nm) were selectively anchored onto either TiO2 nanorods (Au@TiO2/Cu2O) or Cu2O nanocubes (Au@Cu2O/TiO2) or both TiO2 and Cu2O (Au@TiO2/Cu2O@Au) with the sam...
4 CitationsSource
#1K. Volkan Özdokur (Erzincan University)H-Index: 7
#1K. Volkan ÖzdokurH-Index: 1
4 CitationsSource
#1Sara Ansari (University of Gilan)H-Index: 3
#2Alireza Khorshidi (University of Gilan)H-Index: 14
Last. Shahab Shariati (IAU: Islamic Azad University)H-Index: 26
view all 3 authors...
Multi-walled carbon nanotubes (MWNTs) were modified with carboxylic acid functional groups (MWCNTs-(COOH)n) prior to decoration with Fe3O4 nanoparticles. A further modification step by polyethyleneimine (PEI) resulted in Fe3O4-MWCNTs@PEI which provided a suitable platform for coordination and in situ reduction of silver ions to obtain an Fe3O4-MWCNTs@PEI-Ag nanocomposite with highly dispersed Ag nanoparticles. The Fe3O4-MWCNTs@PEI-Ag hybrid material was characterized by various techniques such a...
5 CitationsSource
#1Mayakrishnan Gopiraman (Konkuk University)H-Index: 27
#2Somasundaram Saravanamoorthy (BDU: Bharathidasan University)H-Index: 8
Last. Ill-Min Chung (Konkuk University)H-Index: 51
view all 6 authors...
Herein we report a very simple ‘mix and heat’ synthesis of a very fine Rh-nanoparticle loaded carbon fullerene-C60 nanocatalyst (Rh(0)NPs/Fullerene-C60) for the very first time. The preparation method used no reducing agent and capping agent to control the morphology of the nanocatalyst. Transmission electron microscopy (TEM) results confirmed the uniform decoration of small Rh-nanoparticles on the surface of fullerene-C60. The Rh-content in Rh(0)NPs/Fullerene-C60 was found to be 2.89 wt%. The c...
6 CitationsSource
Last. Chung Ill MinH-Index: 2
view all 6 authors...
4 CitationsSource