Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles

An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The applica...

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Veröffentlicht in:Applied organometallic chemistry 2020-08, Vol.34 (8), p.n/a
Hauptverfasser: Salimi, Mehri, Zamanpour, Azadeh
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description An effective one‐pot, convenient process for the synthesis of 1‐ substituted 1H‐tetrazoles from triethyl orthoformate, amines, and sodium azide is described using copper (II) doped and immobilized on functionalized magnetic hydrotalcite (Fe3O4/HT‐NH2 CuII) as a novel recyclable catalyst. The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT‐IR) spectroscopy, X‐ray diffraction (XRD), scanning electron microscopy (SEM), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP‐OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g−1, obtained from the ICP‐OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity. In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. This catalyst is indicated good catalytic efficiency in the synthesis of 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles.
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The application of this catalyst allows the synthesis of a variety of tetrazoles in good to excellent yields in water. The new catalyst was characterized using Fourier transform infrared (FT‐IR) spectroscopy, X‐ray diffraction (XRD), scanning electron microscopy (SEM), energy‐dispersive X‐ray spectroscopy (EDX), thermogravimetric analysis (TGA), vibration sample magnetometry (VSM) and inductively coupled plasma analysis (ICP‐OES). This new procedure offers several advantages such as short operational simplicity, practicability, and applicability to various substrates and the absence of any tedious workup or purification. The loading amount of CuII (doped and immobilized) on functionalized magnetic hydrotalcite was indicated to be 4.66 mmol g−1, obtained from the ICP‐OES analysis. Also, the excellent catalytic performance, thermal stability, and separation of the catalyst make it an excellent heterogeneous system and a useful alternative to other heterogeneous catalysts. Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity. In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. 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Also, the catalyst could be magnetically separated and reused six times without significant loss of catalytic activity. In this study, preparation, characterization and catalytic application of Fe3O4/HT‐NH2‐CuII, is reported. 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subjects Aluminum
Amines
Catalysts
Catalytic activity
Chemical synthesis
Chemistry
Copper
Fe3O4/HT‐NH2‐CuII nanoparticles
Fourier transforms
hydrotalcite
Inductively coupled plasma
Infrared spectroscopy
Iron oxides
Magnesium
Magnetic measurement
Nanoparticles
one‐pot
sodium azide
Sodium azides
Spectrum analysis
Stability analysis
Substitutes
Substrates
Tetrazole
Tetrazoles
Thermal stability
Thermogravimetric analysis
triethyl orthoformate
Vibration analysis
title Green synthesis of the 1‐substituted 1H‐1, 2, 3, 4‐tetrazoles over bifunctional catalyst based on copper intercalated into Mg/Al hydrotalcite modified magnetite nanoparticles
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