Pd(OAc)2 without added ligand as an active catalyst for Mizoroki–Heck reaction in aqueous media

Amini, Mojtaba; Bagherzadeh, Mojtaba; Moradi‐Shoeili, Zeinab; Boghaei, Davar M.

doi:10.1039/c2ra21459h

Cited by 42 publications

(21 citation statements)

References 48 publications

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“…Aryl chlorides proceeded smoothly in the presence of the same amount of catalyst as used for aryl iodides and bromides. It is important to note that the reported palladium catalytic system in aqueous media, used in the Heck reaction, was totally inactive for aryl chlorides . Here we report promising results for the Heck coupling reaction of less reactive aryl chloride derivatives with olefins in the presence of palladium catalyst for the first time.…”

Section: Resultssupporting

confidence: 87%

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Kiani

Bagherzadeh

Meghdadi

et al. 2020

Applied Organom Chemis

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The complexes PdII(qcq)(OAc) and PtII(qcq)Cl have been synthesized using environmentally benign synthesized ligands and characterized by elemental analyses: Fourier transform infrared spectroscopy, UV–visible spectroscopy, 1H NMR spectroscopy, and X‐ray diffraction. The catalytic activity of the complex was assessed, in different media, for the Mizoroki–Heck coupling reaction for typical aryl halides and terminal olefins under aerobic conditions. Since the base and the solvent were found to influence the efficiency of the reaction, reaction conditions, temperature, time, and the amount of K3PO4 and a mixture of H2O/PEG, were optimized. We found, for the Mizoroki–Heck reaction coupling less reactive aryl chloride derivatives with olefins, promising activity for palladium catalysts. The electrochemical behavior of Hqcq and the Pd(II) complex was investigated by cyclic voltammetry and irreversible PdII/I reductions were observed. Hqcq and the Pd(II) and Pt(II) complexes were also screened for their in vitro antibacterial activity. They showed promising antibacterial activity comparable to that of the antibiotic penicillin.

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Section: Resultssupporting

confidence: 87%

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Kiani

Bagherzadeh

Meghdadi

et al. 2020

Applied Organom Chemis

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“…These Pd 0 species are catalysts for the Heck and Suzuki coupling reactions, especially the reactions of reactive substrates such as aryl iodides and diazonium salts 1c. Recently, Amini et al9a reported that Pd(OAc) 2 in DMSO, or better in a 2:1 mixture of H 2 O and DMSO, gave Pd 0 species that were active catalysts for Heck reactions.…”

Section: Resultsmentioning

confidence: 99%

Copper‐ and Phosphane‐Free Sonogashira Coupling of Arenediazonium o‐Benzenedisulfonimides

Barbero¹,

Cadamuro²,

Dughera³

2013

Eur J Org Chem

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Arenediazonium o-benzenedisulfonimides can be used as efficient reagents in Sonogashira coupling reactions. In this work, reactions were carried out in DMSO under very mild conditions (without copper or phosphanes), and gave rise to arylated alkynes in good to excellent yields (25 examples, average yield 83 %). o-Benzenedisulfonimide could be reco- [a]598 vered from all the reactions in yields of Ͼ80 %, so it could be recycled for the preparation of other diazonium salts. Mechanistic insights revealed the fundamental roles of DMSO and the anion of o-benzenedisulfonimide in the formation of the catalyst, and also the importance of DMSO in the catalytic cycle.

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“…Few examples of Pd(II) ligand-and additive-free reactions are reported. However, these reactions required a high amount of palladium (0.5-5 mol %) [63][64][65].…”

Section: Reactivity Of Eco-pd ® In Suzuki-miyaura and Heck-mizoroki Coupling Reactionmentioning

confidence: 99%

CC bond formation strategy through ecocatalysis: Insights from structural studies and synthetic potential

Garel

Renard

Escande

et al. 2015

Applied Catalysis A: General

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Pd(OAc)2 without added ligand as an active catalyst for Mizoroki–Heck reaction in aqueous media

Cited by 42 publications

References 48 publications

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Catalytic and antibacterial properties of 3‐dentate carboxamide Pd/Pt complexes obtained via a benign route

Copper‐ and Phosphane‐Free Sonogashira Coupling of Arenediazonium o‐Benzenedisulfonimides

CC bond formation strategy through ecocatalysis: Insights from structural studies and synthetic potential

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