Mixed cobalt/nickel metal–organic framework, an efficient catalyst for one-pot synthesis of substituted imidazoles

In the present work, a three-dimensional bimetallic metal–organic framework, [CoNi(µ 3 -tp) 2 (µ 2 -pyz) 2 ] (tp = terephthalic acid, pyz = pyrazine) was applied as a highly efficient and recoverable heterogeneous catalyst. The catalyzed reaction was the one-pot three-component condensation reaction...

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Bibliographic Details
Published in:Monatshefte für Chemie 2017-02, Vol.148 (2), p.347-355
Main Authors: Ramezanalizadeh, Hamed, Manteghi, Faranak
Format: Article
Language:English
Subjects:
Aldehydes
Ammonium acetate
Analytical Chemistry
Benzil
Benzoin
Bimetals
Catalysts
Catalytic activity
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
Cobalt
Field emission microscopy
Field emission spectroscopy
Fourier transforms
Imidazole
Infrared analysis
Infrared spectroscopy
Inorganic Chemistry
Metal-organic frameworks
Nickel
Organic Chemistry
Original Paper
Physical Chemistry
Substitutes
Terephthalic acid
Theoretical and Computational Chemistry
Thermogravimetric analysis
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Summary:In the present work, a three-dimensional bimetallic metal–organic framework, [CoNi(µ 3 -tp) 2 (µ 2 -pyz) 2 ] (tp = terephthalic acid, pyz = pyrazine) was applied as a highly efficient and recoverable heterogeneous catalyst. The catalyzed reaction was the one-pot three-component condensation reaction between benzil or benzoin with various substituted aromatic aldehydes and ammonium acetate to synthesize the corresponding imidazoles in solvent-free conditions and high to quantitative yields. The catalyst can be recycled at least five times without significant loss in the catalytic activity. To the best of our knowledge, 2,4,5-trisubstituted 1 H -imidazoles were not previously synthesized using MOFs as heterogeneous catalyst. The structure of previously reported cobalt/nickel MOF has been confirmed by various techniques, such as X-ray diffraction, thermogravimetric analysis, Fourier transform infrared spectroscopy, field emission scanning electron microscopy, energy dispersive X-ray spectroscopy, and Brunauer–Emmett–Teller. Graphical abstract
ISSN:0026-9247
1434-4475
DOI:10.1007/s00706-016-1776-9