A highly active and stable imidazolidine-bridged N,O-donor ligand for efficient palladium catalyzed Suzuki–Miyaura reactions in water

Xue, Jun Min; Zhou, Zhonggao; Liu, Yulan; Huang, Li; Yu, Hua; Xie, Yong‐Rong; Chen, Lai

doi:10.1007/s11243-012-9593-4

Cited by 8 publications

(2 citation statements)

References 31 publications

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“…Unfortunately, inorganic bases, which are soluble in water, demonstrated low activity in the present protocol (Table 1, entries 1 – 7 ). It is a well-known fact that many reports have described use of alcohol as co-solvent in the Suzuki-Miyaura reaction [43,44,45,46,47,48]. Therefore we studied the use of alcohol as co-solvent in this protocol.…”

Section: Resultsmentioning

confidence: 99%

A Simple Hydrophilic Palladium(II) Complex as a Highly Efficient Catalyst for Room Temperature Aerobic Suzuki Coupling Reactions in Aqueous Media

et al. 2014

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Abstract:A study on room temperature Suzuki cross-coupling in an aqueous medium was carried out using a simple hydrophilic palladium (II) complex, trans-PdCl 2 (NH 2 CH 2 COOH) 2 as catalyst in the presence of K 2 CO 3 in air. This approach with a comparatively inexpensive and hydrophilic catalyst, mild reaction condition and aqueous media exhibits excellent catalytic activity towards the Suzuki coupling of aryl bromides and arylboronic acids, and good yields were obtained in the Suzuki coupling of activated aryl chlorides.

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Section: Resultsmentioning

confidence: 99%

A Simple Hydrophilic Palladium(II) Complex as a Highly Efficient Catalyst for Room Temperature Aerobic Suzuki Coupling Reactions in Aqueous Media

et al. 2014

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“…The presence of the nitrogen atom on the amine bridge seems to have a significant effect on the catalytic activity of the corresponding ligands . Previously, we also found that Pd/ 2 ‐ and Pd/ 3 ‐catalyzed arylhalides with arylboronic acid in methanol aqueous afford good to excellent yield of coupling products . Ligand structure defines the steric and electronic properties of the palladium catalyst and thus plays a crucial role in the efficiency of the Pd‐catalyzed reaction.…”

Section: Introductionmentioning

confidence: 91%

Amine‐bridged bis(phenol) ligands for efficient Pd‐catalyzed aqueous C‐C coupling reactions

Zhou

Liu

et al. 2013

Applied Organom Chemis

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The influence of ring size (5 or 6), chain length (1, 2 or 3) and bulkiness of N-aryl substituents in amine-bridged bis(phenol) ligands (1-3) on palladium-catalyzed aqueous C-C coupling reactions were revealed. The homocoupling of arylboronic acid can be completed in neat water with the aid of a catalytic amount of p-toluenesulfonyl chloride (TsCl) in a very short time under anaerobic or aerobic conditions. Interestingly, the same catalytic system was efficient for Suzuki-Miyaura reaction in aqueous acetone under aerobic conditions in the absence of TsCl. The crystal structures of ligand 1 and three unsymmetrical fluorine-substituted biaryl derivatives were also reported.

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Suzuki–Miyaura coupling catalyzed by palladium nanoparticles biosynthesized using Glycyrrhiza glabra as reducing and stabilyzing agent

Veisi

Adib

Karimi‐Nami

et al. 2017

Applied Organom Chemis

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An unprecedented environmentally friendly method has been developed for the synthesis of palladium nanoparticles supported on Glycyrrhiza glabra. The synthesized nanoparticles were utilized in Suzuki–Miyaura reaction between different aryl halides and aryl bronic acid in aqueous media. This heterogeneous catalyst can be reused and recycled repeatedly more than five times with only slight loss of its initial catalytic efficiency. This reaction carrid out under atmospheric pressure with high efficiency, unique and simple work‐up procedure and excellent yields.

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A highly active and stable imidazolidine-bridged N,O-donor ligand for efficient palladium catalyzed Suzuki–Miyaura reactions in water

Cited by 8 publications

References 31 publications

A Simple Hydrophilic Palladium(II) Complex as a Highly Efficient Catalyst for Room Temperature Aerobic Suzuki Coupling Reactions in Aqueous Media

A Simple Hydrophilic Palladium(II) Complex as a Highly Efficient Catalyst for Room Temperature Aerobic Suzuki Coupling Reactions in Aqueous Media

Amine‐bridged bis(phenol) ligands for efficient Pd‐catalyzed aqueous C‐C coupling reactions

Suzuki–Miyaura coupling catalyzed by palladium nanoparticles biosynthesized using Glycyrrhiza glabra as reducing and stabilyzing agent

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