Cu-EDTA-modified APTMS-Fe3O4@SiO2 core-shell nanocatalyst: a novel magnetic recoverable catalyst for the Biginelli reaction

被引:23
|
作者
Sheykhan, Mehdi [1 ]
Yahyazadeh, Asieh [1 ]
Rahemizadeh, Zahra [1 ]
机构
[1] Univ Guilan, Dept Chem, POB 41335-1914, Rasht, Iran
关键词
ONE-POT SYNTHESIS; SOLVENT-FREE SYNTHESIS; GREEN CHEMISTRY; MULTICOMPONENT REACTIONS; CYCLOCONDENSATION REACTION; SELECTIVE OXIDATION; EFFICIENT CATALYST; LANTHANUM CHLORIDE; REUSABLE CATALYST; HIGHLY EFFICIENT;
D O I
10.1039/c6ra02415g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel copper-ethylenediamine tetracarboxylate modified core-shell magnetic catalyst is introduced. The prepared catalyst was fully characterized by various spectroscopic analyses such as XRD, SEM, FT-IR, EDX, ICP, and CHNOS. After characterization, its activity was evaluated as a supported transition metal catalyst in the multi-component Biginelli reaction. The novel catalyst acts as an efficient heterogenized catalyst for synthesis of 3,4-dihydropyrimidin-2(1H)-one/thione derivatives in solvent-free conditions. A wide range of biologically active dihydropyrimidin-2(1H)-one/thiones were synthesized in the presence of the novel catalyst in 10-15 minutes with high yields (85-98% isolated yields). In addition, the reusability of the catalyst was tested by an external magnet. The investigation showed that no notable reduction of yields was observed after reusing over ten runs, proving its stability during recycling processes. More importantly, very small amounts (0.35 mol%) of the novel catalyst were required to result in the maximum turnover frequency of the Biginelli reaction obtained to date (TOF about 10001680 h(-1) and total TOF over 14 000 h(-1)).
引用
收藏
页码:34553 / 34563
页数:11
相关论文
共 50 条
  • [1] Preparation of a novel Fe3O4@SiO2@propyl@DBU magnetic core-shell nanocatalyst for Knoevenagel reaction in aqueous medium
    Zhang, Xiaoyu
    He, Xiaoyan
    Zhao, Sanhu
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2021, 14 (01) : 83 - 96
  • [2] A novel cooperative Lewis acid/Bronsted base catalyst Fe3O4@SiO2-APTMS-Fe(OH)2: An efficient catalyst for the Biginelli reaction
    Sheykhan, Mehdi
    Yahyazadeh, Asieh
    Ramezani, Leila
    MOLECULAR CATALYSIS, 2017, 435 : 166 - 173
  • [3] PO3H2-Functionalized Fe3O4@SiO2 Core-Shell as an Efficient and Magnetic Nanocatalyst for the Preparation of Dihydropyrimidinones via Biginelli Condensation
    Pirhadi, Leila
    Rangaswamy, Alana
    Soleimani, Ebrahim
    POLYCYCLIC AROMATIC COMPOUNDS, 2022, 42 (07) : 4374 - 4385
  • [4] Fe3O4/SiO2/APTMS Nanoparticles with Core-Shell Structure as Potential Materials for Cooper Removal
    Ficai, Denisa
    Ficai, Anton
    Alexie, Mihaela
    Maganu, Maria
    Guran, Cornelia
    Andronescu, Ecaterina
    REVISTA DE CHIMIE, 2011, 62 (06): : 622 - 625
  • [5] A Novel Magnetic Fe3O4/SiO2 Core-Shell Nanorods for the Removal of Arsenic
    Babu, C. M.
    Palanisamy, B.
    Sundaravel, B.
    Palanichamy, M.
    Murugesan, V.
    JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2013, 13 (04) : 2517 - 2527
  • [6] Picolinimidoamide-Cu(II) complex anchored on Fe3O4@SiO2 core-shell magnetic nanoparticles: an efficient reusable catalyst for click reaction
    Zirak, Maryam
    Garegeshlagi, Elham Jamali
    JOURNAL OF COORDINATION CHEMISTRY, 2018, 71 (08) : 1168 - 1179
  • [7] Fabrication of Copper(II)-Coated Magnetic Core-Shell Nanoparticles Fe3O4@SiO2: An Effective and Recoverable Catalyst for Reduction/Degradation of Environmental Pollutants
    Dadashi, Jaber
    Khaleghian, Mohammad
    Mirtamizdoust, Babak
    Hanifehpour, Younes
    Joo, Sang Woo
    CRYSTALS, 2022, 12 (06)
  • [8] Core-shell structured Fe3O4@SiO2-supported IL/[Mo6O19]: A novel and magnetically recoverable nanocatalyst for the preparation of biologically active dihydropyrimidinones
    Kargar, Shiva
    Elhamifar, Dawood
    Zarnegaryan, Ali
    JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS, 2020, 146 (146)
  • [9] Preparation and characterization of core-shell γ-Fe2O3@SiO2@ Al2O3 magnetic catalyst
    Yu, Lianqing
    Zhong, Xiaoliang
    Zhang, Yaping
    Liu, Chenguang
    NANO-SCALE AND AMOURPHOUS MATERIALS, 2011, 688 : 223 - 227
  • [10] Fabrication of monodisperse magnetic Fe3O4-SiO2 nanocomposites with core-shell structures
    Fang, Hua
    Ma, Chun-yang
    Wan, Tai-li
    Zhang, Mei
    Shi, Wei-hai
    JOURNAL OF PHYSICAL CHEMISTRY C, 2007, 111 (03): : 1065 - 1070