Tungstic acid (H4WO5) immobilized on magnetic‐based zirconium amino acid metal–organic framework: An efficient heterogeneous Brønsted acid catalyst for l‐(4‐phenyl)‐2,4‐dihydropyranopyrazole derivatives preparation

A new magnetic nanocatalyst based on the immobilization of tungstic acid onto new design robust, cost‐effective, green, and scalable zirconium‐L‐aspartate amino acid metal–organic framework (MOF)‐grafted L‐(+)‐tartaric acid stabilized magnetite nanoparticles (Fe3O4/tart‐NPs) was synthesized by two s...

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Bibliographic Details
Published inApplied organometallic chemistry Vol. 35; no. 5
Main Authors Khademi, Shima, Zahmatkesh, Saeed, Aghili, Alireza, Badri, Rashid
Format Journal Article
LanguageEnglish
Published Chichester Wiley Subscription Services, Inc 01.05.2021
Subjects
Amino acids
Aqueous solutions
Catalysts
Chemistry
Differential thermal analysis
Differential thermogravimetric analysis
Infrared analysis
Infrared spectroscopy
Iron oxides
Magnetometers
Metal-organic frameworks
Metals
Nanoparticles
NMR
Nuclear magnetic resonance
Pyrazole
Reaction mechanisms
Selectivity
Tartaric acid
Thermogravimetry
Zeta potential
Zirconium
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Summary:A new magnetic nanocatalyst based on the immobilization of tungstic acid onto new design robust, cost‐effective, green, and scalable zirconium‐L‐aspartate amino acid metal–organic framework (MOF)‐grafted L‐(+)‐tartaric acid stabilized magnetite nanoparticles (Fe3O4/tart‐NPs) was synthesized by two successive solvo (hydro)‐thermal methods. This catalyst was characterized by Fourier‐transform infrared (FT‐IR), energy‐dispersive X‐ray spectroscopy (EDS), X‐ray diffraction (XRD), field‐emission scanning electron microscopy (FESEM), Brunauer–Emmett–Teller (BET), Barrett–Joyner–Halenda (BJH), zeta potential, Thermogravimetry Analysis‐Differential Thermal Analysis (TGA–DTA), and vibrating sample magnetometer (VSM) analyses. This catalyst is outstanding to prepare l‐(4‐phenyl)‐2,4‐dihydropyrano[2,3‐c] pyrazole derivatives in aqueous media due to the open metal sites, high and steady proton conductivity in the zirconium‐MOF, MIP‐202(Zr), and MOF and also due to Brønsted acid properties of tungstic acid. This acidic catalyst can easily be extracted by an outward magnetic field after completion of the reaction without any deactivation or selectivity loss. The products were characterized by spectroscopic analysis (FT‐IR, 1H‐NMR, and 13C‐NMR). The optimized reaction conditions and a possible reaction mechanism are outlined.
ISSN:0268-2605
1099-0739
DOI:10.1002/aoc.6192