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Pd(II) supported dioxime functionalized Fe3O4 nanoparticles as efficient, eco-friendly and reusable catalysts for the Suzuki-Miyaura cross-coupling reaction in water

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Abstract Five novel dioxime ligands (L (1-5) H 2 ) were synthesized in various yields under suitable conditions. Novel nano-Fe 3 O 4 -supported compounds (Fe 3 O 4 /L… Click to show full abstract

Abstract Five novel dioxime ligands (L (1-5) H 2 ) were synthesized in various yields under suitable conditions. Novel nano-Fe 3 O 4 -supported compounds (Fe 3 O 4 /L (1-5) ) based on dioxime ligands were also prepared. Subsequently, hybrid materials Fe 3 O 4 /L (1-5) /Pd(II) were fabricated by the reaction of Fe 3 O 4 /L (1-5) with Pd(AcO) 2 in acetonitrile. All synthesized nanoparticles were characterized by FT-IR spectroscopy, scanning electron microscopy (SEM), energy dispersive X-Ray analysis (EDX), X-ray diffraction (XRD), inductively coupled plasma analysis (ICP), differential scanning calorimetry (DTA), and thermogravimetric analysis (TGA). The spectroscopic results show that the magnetite (Fe 3 O 4 ) nanoparticles are in nano size since crystal sizes are  Fe 3 O 4 , Fe 3 O 4 /L (1-5) , and Fe 3 O 4 /L (1-5) /Pd(II) MNPs possess cubic structure having the lattice parameter between 8.31 and 8.40 A. The structure and the lattice parameters are in good agreement with the literature reported data. The Fe 3 O 4 /L (1-5) /Pd(II) nanocatalysts showed high activities in the Suzuki-Miyaura cross-coupling of different aryl halides including iodides, bromides and even chlorides with phenylboronic acid under green and aerobic conditions. More importantly, the reusability experiments revealed that Fe 3 O 4 /L (1-5) /Pd(II) catalysts were durable by almost maintaining their inherent activity after 5 catalytic cycles.

Keywords: suzuki miyaura; cross coupling; miyaura cross; reaction

Journal Title: Journal of Organometallic Chemistry
Year Published: 2019

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