Ferrocene-tagged ionic liquid stabilized on silica-coated magnetic nanoparticles: Efficient catalyst for the synthesis of 2-amino-3-cyano-4H-pyran derivatives under solvent-free conditions

被引:60
作者
Teimuri-Mofrad, Reza [1 ]
Gholamhosseini-Nazari, Mahdi [1 ]
Payami, Elmira [1 ]
Esmati, Somayeh [1 ]
机构
[1] Univ Tabriz, Dept Organ & Biochem, Fac Chem, Tabriz 5166614766, Iran
关键词
2-amino-3-cyano-4H-pyran; ferrocene; magnetic nanocatalyst; solvent-free; ONE-POT SYNTHESIS; ANTIMICROBIAL ACTIVITIES; HOMOGENEOUS CATALYST; NATURAL-PRODUCTS; AQUEOUS-MEDIA; NAPHTHOPYRAN; FACILE; METAL; NANOCATALYSTS; COMPLEXATION;
D O I
10.1002/aoc.3955
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
An advanced novel magnetic ionic liquid based on imidazolium tagged with ferrocene, a supported ionic liquid, is introduced as a recyclable heterogeneous catalyst. Catalytic activity of the novel nanocatalyst was investigated in one-pot three-component reactions of various aldehydes, malononitrile and 2-naphthol for the facile synthesis of 2-amino-3-cyano-4H-pyran derivatives under solvent-free conditions without additional co-catalyst or additive in air. For this purpose, we firstly synthesized and investigated 1-(4-ferrocenylbutyl)-3-methylimidazolium acetate, [FcBuMeIm][OAc], as a novel basic ferrocene-tagged ionic liquid. This ferrocene-tagged ionic liquid was then linked to silica-coated nano-Fe3O4 to afford a novel heterogeneous magnetic nanocatalyst, namely [Fe3O4@SiO2@Im-Fc][OAc]. The synthesized novel catalyst was characterized using H-1 NMR, C-13 NMR, Fourier transform infrared and energy-dispersive X-ray spectroscopies, X-ray diffraction, and transmission and field emission scanning electron microscopies. Combination of some unique characteristics of ferrocene and the supported ionic liquid developed the catalytic activity in a simple, efficient, green and eco-friendly protocol. The catalyst could be reused several times without loss of activity.
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页数:16
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