Synthesis of polymer-supported Zn(II) as a novel and green nanocatalyst for promoting click reactions and using design of experiment for optimization of reaction conditions

被引:10
作者
Daraie, Mansoureh [1 ]
Heravi, Majid M. [1 ]
Sarmasti, Negin [2 ]
机构
[1] Alzahra Univ, Sch Sci, Dept Chem, Tehran, Iran
[2] Bu Ali Sina Univ, Fac Chem, Hamadan, Hamadan, Iran
来源
JOURNAL OF MACROMOLECULAR SCIENCE PART A-PURE AND APPLIED CHEMISTRY | 2020年 / 57卷 / 07期
关键词
Zn(II)-SMI; nanocatalyst; 1; 4-disubstitued; 2; 3-triazole; Click reaction; green chemistry; MODIFIED POLY(STYRENE-CO-MALEIC ANHYDRIDE); RECYCLABLE CATALYST; REGIOSELECTIVE SYNTHESIS; CYCLOADDITION REACTIONS; COPPER NANOPARTICLES; PRIVILEGED SYNTHONS; CUI NANOPARTICLES; HIGHLY EFFICIENT; SOLID-PHASE; CHEMISTRY;
D O I
10.1080/10601325.2020.1725389
中图分类号
O63 [高分子化学(高聚物)];
学科分类号
070305 ; 080501 ; 081704 ;
摘要
A novel, highly stable and green ZnCl2 nanoparticles (NPs) of modified poly(styrene-co-maleic anhydride) (SMA) was prepared by a simple procedure and was used to investigate the efficiency of the Click reaction. In this regard, SMA was modified with 3-aminopyridine to obtain the corresponding poly(styrene-co-maleimide) (SMI). ZnCl2 was immobilized onto SMI as NPs. The obtained Zn(II)-SMI nanocatalyst was characterized using various techniques including FTIR, energy-dispersive X-ray spectroscopy, scanning electron microscope image, thermogravimetric analysis and inductively coupled plasma. The catalytic activity of aforementioned NPs was successfully tested in the regioselective synthesis of 1,4-disubstituted 1,2,3-triazole. On the other hand, the design of experiment was used as a systematic method to optimize the reaction condition. Programing shows that the optimum reaction temperature and amount of catalyst are 96 degrees C and 0.05 g, respectively.
引用
收藏
页码:488 / 498
页数:11
相关论文
共 58 条
[1]   Synthesis and Evaluation of Some Triazole Derivatives as Corrosion Inhibitors and Biocides [J].
Abd-Elaal, Ali A. ;
Aiad, Ismail ;
Shaban, Samy M. ;
Tawfik, Salah M. ;
Sayed, Atef .
JOURNAL OF SURFACTANTS AND DETERGENTS, 2014, 17 (03) :483-491
[2]   DIPOLAR CYCLO-ADDITION REACTIONS OF ORGANIC AZIDES WITH SOME ACETYLENIC-COMPOUNDS [J].
ABUORABI, ST ;
ATFAH, MA ;
JIBRIL, I ;
MARII, FM ;
ALI, AAS .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (05) :1461-1468
[3]   Multicomponent Synthesis of 1,2,3-Triazoles in Water Catalyzed by Copper Nanoparticles on Activated Carbon [J].
Alonso, Francisco ;
Moglie, Yanina ;
Radivoy, Gabriel ;
Yus, Miguel .
ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) :3208-3214
[4]   New catalytic technology commercialized in the USA during the 1990s [J].
Armor, JN .
APPLIED CATALYSIS A-GENERAL, 2001, 222 (1-2) :407-426
[5]   Advantages of polymer-supported multivalent organocatalysts for the Baylis-Hillman reaction over their soluble analogues [J].
Barak-Kulbak, Einav ;
Goren, Kerem ;
Portnoy, Moshe .
PURE AND APPLIED CHEMISTRY, 2014, 86 (11) :1805-1818
[6]   Histone Deacetylase Inhibitors: Potent Anti-Leukemic Agents [J].
Bian, Jiang ;
Zhang, Lihui ;
Han, Yantao ;
Wang, Chunbo ;
Zhang, Lei .
CURRENT MEDICINAL CHEMISTRY, 2015, 22 (17) :2065-2074
[7]   Step-economic, efficient, ZnS nanoparticle-catalyzed synthesis of spirooxindole derivatives in aqueous medium via Knoevenagel condensation followed by Michael addition [J].
Dandia, Anshu ;
Parewa, Vijay ;
Jain, Anuj Kumar ;
Rathore, Kuldeep S. .
GREEN CHEMISTRY, 2011, 13 (08) :2135-2145
[8]   Molecular diversity of four-component synthesis of pyrazole-based pyrido[2,3-d]pyrimidine-diones in water: a green synthesis [J].
Daraie, Mansoureh ;
Heravi, Majid M. .
ARKIVOC, 2016, :328-338
[9]   Triphenylamine-based organic dyes containing a 1,2,3-triazole bridge for dye-sensitized solar cells via a 'Click' reaction [J].
Duan, Tainan ;
Fan, Ke ;
Fu, Yang ;
Zhong, Cheng ;
Chen, Xingguo ;
Peng, Tianyou ;
Qin, Jingui .
DYES AND PIGMENTS, 2012, 94 (01) :28-33
[10]   Efficient synthesis and in vitro cytostatic activity of 4-substituted triazolyl-nucleosides [J].
El Akri, Khalid ;
Bougrin, Khalid ;
Balzarini, Jan ;
Faraj, Abdesslem ;
Benhida, Rachid .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (23) :6656-6659