PVP-stabilized palladium nanoparticles electrochemically obtained as effective catalysts in aqueous medium Suzuki–Miyaura reaction

Uberman, Paula M.; Pérez, Luis Alberto; Lacconi, Gabriela I.; Martín, Sandra Elizabeth

doi:10.1016/j.molcata.2012.06.016

Cited by 42 publications

(27 citation statements)

References 76 publications

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“…The PVP-Pd NPs of a mean diameter of 10 nm were obtained using a platinum electrode, characterized as previously reported, and used without additional purification [ 46 – 47 ]. In a previous work the PVP-Pd NPs synthesized using a vitreous carbon electrode were tested on the Mizoroki–Heck reaction with 4-iodo- or 4-bromoacetophenone and styrene [ 47 ].…”

Section: Resultsmentioning

confidence: 99%

“…Finally, the reusability of PVP-Pd NPs was evaluated in the reaction between 4-bromoacetophenone ( 1a ) and styrene ( 2a ). In our previous reports [ 46 – 48 ], it was exposed that a PVP-Pd NPs aqueous dispersion exhibited a high stability, and for that reason, the Pd NPs cannot be separated by a physical technique. Any attempt to separate the nanocatalyst from reaction media by centrifugation, precipitation or organic extraction eventually lead to a dramatic drop of the catalytic activity.…”

Section: Resultsmentioning

confidence: 99%

“…Recently, we reported the electrochemical synthesis of stable Pd NPs by using platinum or vitreous carbon electrodes at room temperature via direct electroreduction of aqueous H 2 PdCl 4 in the presence of poly( N -vinylpirrolidone) (PVP) [ 46 – 47 ]. These Pd NPs exhibited highly efficient catalytic activity in Suzuki–Miyaura coupling reactions [ 46 – 47 ] and nitroaromatic hydrogenations [ 48 ] in aqueous medium. Outstanding performance of these PVP-Pd NPs in the coupling reaction was observed, reaching high turnover numbers (TON up 10 4 –10 5 ) in the presence of aryl iodides and bromides.…”

Section: Introductionmentioning

confidence: 99%

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An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

García

Uberman

Martín

2017

Beilstein J. Org. Chem.

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Aqueous Mizoroki–Heck coupling reactions under microwave irradiation (MW) were carried out with a colloidal Pd nanocatalyst stabilized with poly(N-vinylpyrrolidone) (PVP). Many stilbenes and novel heterostilbenes were achieved in good to excellent yields starting from aryl bromides and different olefins. The reaction was carried out in a short reaction time and with low catalyst loading, leading to high turnover frequency (TOFs of the order of 100 h−1). The advantages like operational simplicity, high robustness, efficiency and turnover frequency, the utilization of aqueous media and simple product work-up make this protocol a great option for stilbene syntheses by Mizoroki–Heck reaction.

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Section: Resultsmentioning

confidence: 99%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

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An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

García

Uberman

Martín

2017

Beilstein J. Org. Chem.

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“…Based on our previous results, [48,49] and after a series of initial experiments, the reactions were performed with K 3 PO 4 as the base and in the presence of 1.5 mol % of Pd, employing SPNPs Fe 3 O 4 @Pd-OA as catalyst under a nitrogen atmosphere (Fig. 10).…”

Section: Catalytic Performance Of Pd Spnps In the Suzuki-miyaura Coupmentioning

confidence: 99%

Synthesis, Characterization, and Nanocatalysis Application of Core–Shell Superparamagnetic Nanoparticles of Fe3O4@Pd

et al. 2015

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There is a wide number of different synthetic methods to obtain magnetite (Fe 3 O 4 ) superparamagnetic nanoparticles (SPNPs). However, only a few are able to produce very small and well defined SPNPs with narrow size distribution. We report a modification of the metal-complex decomposition in organic media method in which we replace iron(III) acetylacetonate (Fe(Acac) 3 ) with an iron-urea complex (Fe-Urea) as metal source for the synthesis. With this modification we were able to obtain small particle sizes with a good control in size distribution. The Fe-Urea complex is easy to prepare with excellent yields. Core-shell nanoparticles are then prepared using palladium(II) acetylacetonate as a Pd source, to obtain a Pd 0 shell stabilised by oleylamine. The core-shell superparamagnetic nanoparticles of Fe 3 O 4 @Pd-OA are extensively characterized by FT-IR, powder X-ray diffraction, transmission electron microscopy, UV-vis, thermogravimetric analysis/differential scanning calorimetry, and magnetic susceptibility measurements, and tested in a palladiumcatalyzed cross-coupling Suzuki-Miyaura reaction with promising results.

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“…Various coupling reactions were carried out by using electrochemically synthesized nano-Pd catalysts. 21,22 Earlier, we have reported electrochemically synthesized nano-Pd particles on nafion-graphene support (Pd/Nf-G) as an efficient heterogeneous catalyst for Suzuki coupling reaction. 23 Herein we report the Sonogashira and Suzuki-miyaura coupling reactions by using electrochemically synthesized Pd on nafion-graphene support as a catalyst.…”

Section: Introductionmentioning

confidence: 99%

Efficient Sonogashira and Suzuki-Miyaura coupling reaction catalyzed by Pd-Nanoparticles

2015

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PVP-stabilized palladium nanoparticles electrochemically obtained as effective catalysts in aqueous medium Suzuki–Miyaura reaction

Cited by 42 publications

References 76 publications

An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

An effective Pd nanocatalyst in aqueous media: stilbene synthesis by Mizoroki–Heck coupling reaction under microwave irradiation

Synthesis, Characterization, and Nanocatalysis Application of Core–Shell Superparamagnetic Nanoparticles of Fe3O4@Pd

Efficient Sonogashira and Suzuki-Miyaura coupling reaction catalyzed by Pd-Nanoparticles

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