2007
DOI: 10.1021/ol7015143
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Convenient Synthesis of Palladium Nanoparticles and Catalysis of Hiyama Coupling Reaction in Water

Abstract: An efficient synthesis of Pd nanoparticles in water has been developed using a Fischer carbene complex of tungsten as the reductant and PEG as the capping agent. The colloidal palladium (1 mol %) efficiently catalyzes Hiyama cross-coupling reactions performed in air. Excellent yields of products were obtained with a wide range of substrates. Catalytic activity and stability of the nanoparticles were found to be inversely correlated.

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Cited by 86 publications
(31 citation statements)
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“…However, the use of phosphine ligands is undesirable due to their moisture‐ and air‐sensitivity, toxicity, purification problems associated with their consequent oxidation into phosphine‐oxide species, and added cost . Heterogeneous Hiyama cross‐coupling reactions have also been reported with four to six times recoverable palladium nanocatalyst systems including the use of immobilized catalysts and nanoparticles . Inspired by these results, herein, we report that the Pd–Fe 3 O 4 nanocrystals are efficient recyclable catalysts for Hiyama cross‐coupling reactions under ligand‐free conditions.…”
Section: Introductionmentioning
confidence: 67%
“…However, the use of phosphine ligands is undesirable due to their moisture‐ and air‐sensitivity, toxicity, purification problems associated with their consequent oxidation into phosphine‐oxide species, and added cost . Heterogeneous Hiyama cross‐coupling reactions have also been reported with four to six times recoverable palladium nanocatalyst systems including the use of immobilized catalysts and nanoparticles . Inspired by these results, herein, we report that the Pd–Fe 3 O 4 nanocrystals are efficient recyclable catalysts for Hiyama cross‐coupling reactions under ligand‐free conditions.…”
Section: Introductionmentioning
confidence: 67%
“…Upon irradiation with UV light, I 2959 fragments to give a ketyl and a benzoyl radical in a Norrish type 1 reaction. These radicals can act as one‐electron donors to reduce Au 3+ and Pd 2+ to the corresponding metal atoms, whereas PEG 2000 ensures stabilization of the in situ generated nanoparticles (Scheme a) . The thus obtained solution containing the nanoalloys was then directly used to catalyze the CDC of alkyne 1 a with hydrosilane 2 .…”
Section: Methodsmentioning
confidence: 99%
“…Chemical reduction methods are widely used to produce PdNPs. Srimani et al [113] synthesized PdNPs using a Fischer carbene complex of tungsten and polyethylene glycol (PEG) as the reductant and capping agent, respectively. These PdNPs, having high stability after 1 month, exhibited extensive catalytic activity in Hiyama cross-coupling reactions.…”
Section: Pure Palladium Nanoparticlesmentioning
confidence: 99%