Palladium immobilized on guanidine functionalized magnetic nanoparticles: a highly effective and recoverable catalyst for ultrasound aided Suzuki–Miyaura cross-coupling reactions

We designed and prepared a palladium catalyst that can be magnetically recyclable by anchoring guanidine moiety on the surface of Fe 3 O 4 nanoparticles, named Fe 3 O 4 @SiO 2 -TCT-Gua-Pd. It was established to be a potent catalyst for the Suzuki–Miyaura cross-coupling reaction (SMCR) in the EtOH/H...

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Bibliographic Details
Published inNew journal of chemistry Vol. 47; no. 40; pp. 18856 - 18864
Main Authors Hegde, Sumanth, Nizam, Aatika, Vijayan, Ajesh, Dateer, Ramesh B., Krishna, Suresh Babu Naidu
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 16.10.2023
Subjects
Aromatic compounds
Catalysts
Catalytic activity
Chemical reactions
Cross coupling
Electron microscopy
Emission analysis
Halides
Inductively coupled plasma
Infrared spectroscopy
Iron oxides
Leaching
Magnetic measurement
Microscopy
Nanoparticles
Palladium
Photoelectrons
Silicon dioxide
Thermogravimetric analysis
X ray photoelectron spectroscopy
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Summary:We designed and prepared a palladium catalyst that can be magnetically recyclable by anchoring guanidine moiety on the surface of Fe 3 O 4 nanoparticles, named Fe 3 O 4 @SiO 2 -TCT-Gua-Pd. It was established to be a potent catalyst for the Suzuki–Miyaura cross-coupling reaction (SMCR) in the EtOH/H 2 O system under ultrasonic conditions. FT-IR spectroscopy, field-emission scanning electron microscopy (FESEM), energy dispersive X-ray (EDX) microanalysis, vibration sample magnetometry (VSM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA), and inductively coupled plasma atomic emission spectrometry (ICP-AES) analyses were used to characterize the structure of the Fe 3 O 4 @SiO 2 -TCT-Gua-Pd nanoctalyst. The Fe 3 O 4 @SiO 2 -TCT-Gua-Pd catalyst produced favorable coupled products with excellent yields and was harmonious with various aryl halides and aryl boronic acids. The stability, low palladium leaching, and heterogeneous nature of the nanocatalyst were confirmed by a hot-filtration test. The palladium nanocatalyst could be easily recovered by magnetic field separation and recycled at least 6 times in a row without noticeable loss in its catalytic activity.
ISSN:1144-0546
1369-9261
DOI:10.1039/D3NJ03444E