A copper acetate/2-aminobenzenthiol complex supported on magnetite/silica nanoparticles as a highly active and recyclable catalyst for 1,2,3-triazole synthesis

被引:25
作者
Jafari, Abbas Ali [1 ,2 ]
Mahmoudi, Hajar [1 ,2 ]
Firouzabadi, Habib [3 ]
机构
[1] Yazd Univ, Coll Sci, Dept Chem, Yazd 89195741, Iran
[2] Innovat Ctr, Yazd, Iran
[3] Shiraz Univ, Dept Chem, Late Prof Moshfegh Lab, Shiraz 71454, Iran
来源
RSC ADVANCES | 2015年 / 5卷 / 130期
关键词
ARYL BORONIC ACIDS; TERMINAL ALKYNES; 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES; COUPLING REACTIONS; ROOM-TEMPERATURE; SODIUM-AZIDE; DERIVATIVES; WATER; OXIDATION; SOLVENT;
D O I
10.1039/c5ra22909j
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and recoverable Cu(II)/2-aminobenzenthiol complex immobilized on magnetite/silica nanoparticles (Fe3O4/SiO2 NPs) catalyzed the synthesis of 1,2,3-triazole derivatives via three-component condensation of terminal alkynes, benzyl or alkyl halides, and sodium azide in wet polyethylene glycol (PEG 400/H2O) as a green medium at ambient temperature. The catalytic potentials of some transition metal salt complexes adhered on Fe3O4/SiO2 NPs (5-10 nm) were employed for the one pot 1,2,3-triazole synthesis. The order of catalytic activity of the various transition metal salt complexes for a model reaction was found to be Cu(II) > AgI similar to CuI > CuCl > Ni(OAc)(2) similar to Co(OAc)(2) > ZnCl2. Moreover, the order of catalytic activity of Cu(II) salts supported on Fe3O4/SiO2 NPs was found to be Cu(OAc)(2) > CuSO4 >> CuCl2 > Cu(NO3)(2). The catalytic potential of the complex has been improved significantly when coreshell magnetite/silica has been used instead of magnetite for successful wide-spread syntheses of 1-aryl-1,2,3-triazoles under mild reaction conditions. 1-Aryl-1,2,3-triazoles syntheses require harsh reaction conditions.
引用
收藏
页码:107474 / 107481
页数:8
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