Pd(0) complex of fuberidazole modified magnetic nanoparticles: A novel magnetically retrievable high-performance catalyst for Suzuki and Stille C-C coupling reactions

被引:13
作者
Nouri, Kheirollah [1 ]
Ghassemzadeh, Mitra [1 ]
Mohsenzadeh, Farshid [1 ]
Afsharpour, Maryam [1 ]
机构
[1] Chem & Chem Engn Res Ctr Iran, Dept Inorgan Chem, Pajoohesh Blvd,17th Km Tehran Karaj Highway, Tehran 1496813151, Iran
关键词
carbon-carbon coupling reactions; magnetic nanoparticle; Pd(0) complex of fuberidazole; Stille reaction; Suzuki reaction; ORGANIC TRANSFORMATIONS; PALLADIUM(II) COMPLEXES; FLUORESCENT SENSOR; CRYSTAL-STRUCTURE; GREEN SYNTHESIS; BENZIMIDAZOLE; EFFICIENT; HECK; CU2+; HETEROCYCLES;
D O I
10.1002/aoc.5771
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
Fuberidazole has been successfully immobilized onto nano-Fe(3)O(4)supported (3-chloropropyl)trimethoxysilane (3-CPTS) leading to a novel functionalized magnetic nanoparticle (FB/MNP). The Pd(0) complex, Pd-FB/MNP, was prepared by grafting Pd (OAc)(2)on FB/MNP and subsequent reduction of a synthesized Pd (II) complex using NaBH4. Pd-FB/MNP has been characterized by FT-IR, SEM, TGA, XRD, ICP, EDS, BET and VSM. The Pd(0) complex proved to be an efficient phosphine- and halide-free recyclable heterogeneous catalyst for Suzuki as well as for Stille C-C coupling reactions showing high catalytic activity (up to 98%). Its catalytic activity in both reactions has been studied in PEG-400 as a green solvent. Besides, the selectivity of aryl iodide and aryl bromide over aryl chloride is observed during the C-C coupling reaction. The catalyst could be recovered easily from the reaction mixture using an external magnet device and recycled several times without considerable loss in activity. Additionally, the results of a palladium leaching test of the nano-catalyst demonstrate that no leaching of Pd took place during the C-C coupling process making the procedure environmentally friendly.
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页数:15
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