Magnetic chitosan supported covalent organic framework/copper nanocomposite as an efficient and recoverable catalyst for the unsymmetrical hantzsch reaction

被引:25
作者
Zare, Elham [1 ]
Rafiee, Zahra [1 ]
机构
[1] Univ Yasuj, Dept Chem, Yasuj 7591874831, Iran
关键词
Covalent-organic framework; Fe3O4; Magnetic nanoparticles; Chitosan; Nanocomposite; Hantzsch reaction; ONE-POT SYNTHESIS; GREEN CATALYST; NANOPARTICLES; COFS; CRYSTALLINE; DELIVERY; REMOVAL; STORAGE;
D O I
10.1016/j.jtice.2020.10.028
中图分类号
TQ [化学工业];
学科分类号
0817 ;
摘要
The fabrication of magnetic porous nanocomposites is of great significance owing to their excellent properties and their application as promising catalysts. Herein, a novel covalent organic framework (COF)-modified magnetic chitosan (CS) supported copper (Fe3O4/CS/COF/Cu) nanocomposite was prepared through modification of Fe3O4 with CS, chemical attachment of melamine-rich COF on Fe3O4/CS followed by reaction with Cu(NO3)(2)center dot 3H(2)O. The resulting nanocomposite was characterized by FT-IR, XRD, SEM, TEM, EDX, BET and VSM analyses. Fe3O4/CS/COF/Cu possesses large specific surface area and supermagnetism, making it an ideal catalyst for the organic reactions. Thus, Fe3O4/CS/COF/Cu was applied as an efficient and recoverable catalyst for the green and rapid synthesis of biologically active polyhydroquinoline derivatives via the unsymmetric Hantzsch reaction under solvent-free conditions. Fe3O4/CS/COF/Cu exhibits high reactivity and selectivity for the preparation of different derivatives of polyhydroquinolines under mild reaction conditions and short time. Furthermore, the catalyst was recovered and reused several times without an important decrease in efficiency. (c) 2020 Taiwan Institute of Chemical Engineers. Published by Elsevier B.V. All rights reserved.
引用
收藏
页码:205 / 214
页数:10
相关论文
共 68 条
[1]   One-pot synthesis of dihydro-1H-indeno[1,2-b] pyridines and tetrahydrobenzo[b] pyran derivatives using a new and efficient nanocomposite catalyst based on N-butylsulfonate-functionalized MMWCNTs-D-NH2 [J].
Adibian, Fatemeh ;
Pourali, Ali Reza ;
Maleki, Behrooz ;
Baghayeri, Mehdi ;
Amiri, Amirhassan .
POLYHEDRON, 2020, 175
[2]   Covalent Organic Frameworks in Separation [J].
Das, Saikat ;
Feng, Jie ;
Wang, Wei .
ANNUAL REVIEW OF CHEMICAL AND BIOMOLECULAR ENGINEERING, VOL 11, 2020, 11 :131-153
[3]   Synthesis of 1,4-dihydropyridine and polyhydroquinoline derivatives via Hantzsch reaction using nicotinic acid as a green and reusable catalyst [J].
Davarpanah, Jamal ;
Ghahremani, Mahboubeh ;
Najafi, Ozhan .
JOURNAL OF MOLECULAR STRUCTURE, 2019, 1177 :525-535
[4]   Synthesis of Metallophthalocyanine Covalent Organic Frameworks That Exhibit High Carrier Mobility and Photoconductivity [J].
Ding, Xuesong ;
Guo, Jia ;
Feng, Xiao ;
Honsho, Yoshihito ;
Guo, Jingdong ;
Seki, Shu ;
Maitarad, Phornphimon ;
Saeki, Akinori ;
Nagase, Shigeru ;
Jiang, Donglin .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (06) :1289-1293
[5]   Advances in porous chitosan-based composite hydrogels: Synthesis and applications [J].
Dragan, Ecaterina Stela ;
Dinu, Maria Valentina .
REACTIVE & FUNCTIONAL POLYMERS, 2020, 146
[6]   A Novel Magnetic Immobilized Para-Aminobenzoic Acid-Cu(II) Complex: A Green, Efficient and Reusable Catalyst for Aldol Condensation Reactions in Green Media [J].
Esam, Zohreh ;
Akhavan, Malihe ;
Bekhradnia, Ahmadreza ;
Mohammadi, Masoud ;
Tourani, Saeed .
CATALYSIS LETTERS, 2020, 150 (11) :3112-3131
[7]   Pd(0)-guanidine@MCM-41: a very effective catalyst for rapid production of bis (pyrazolyl)methanes [J].
Filian, Hossein ;
Kohzadian, Alireza ;
Mohammadi, Masoud ;
Ghorbani-Choghamarani, Arash ;
Karami, Amirali .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (06)
[8]   Fluorescence Modified Chitosan-Coated Magnetic Nanoparticles for High-Efficient Cellular Imaging [J].
Ge, Yuqing ;
Zhang, Yu ;
He, Shiying ;
Nie, Fang ;
Teng, Gaojun ;
Gu, Ning .
NANOSCALE RESEARCH LETTERS, 2009, 4 (04) :287-295
[9]   Boehmite@SiO2@ Tris (hydroxymethyl)aminomethane-Cu(I): a novel, highly efficient and reusable nanocatalyst for the C-C bond formation and the synthesis of 5-substituted 1H-tetrazoles in green media [J].
Ghorbani-Choghamarani, Arash ;
Aghavandi, Hamid ;
Mohammadi, Masoud .
APPLIED ORGANOMETALLIC CHEMISTRY, 2020, 34 (10)
[10]   Synthesis and characterization of spinel FeAl2O4 (hercynite) magnetic nanoparticles and their application in multicomponent reactions [J].
Ghorbani-Choghamarani, Arash ;
Mohammadi, Masoud ;
Shiri, Lotfi ;
Taherinia, Zahra .
RESEARCH ON CHEMICAL INTERMEDIATES, 2019, 45 (11) :5705-5723