Microwave assisted cross-coupling reactions using palladium nanoparticles in aqueous media

Dhara, Kalyan; Parasar, Bibudha; Patil, Avinash J.

doi:10.1080/00397911.2019.1576203

Cited by 8 publications

(5 citation statements)

References 35 publications

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“…If water is used as solvent, a stabilizer soluble in water is required and several systems have been reported to date especially for noble metals [18]. In the case of Pd aqueous suspensions, Pd chloride salts are often used as precursors in the presence of water soluble stabilizers like polymers (polyvinyl alcohol, polyvinyl pyrrolidone, polyethylene diamine, polystyrene, polyethylene glycol) [19][20][21][22][23], short-and long-chain surfactants [24,25], calixarenes, cyclodextrins [26,27], natural ligand (glucose, starch, proteins) [28][29][30] and P-or P-O-based ligands [31,32]. As for heterogeneous catalysts, the main influencing synthesis parameters are the metal precursor, the solvent, and the stabilizing system.…”

Section: Graphic Abstractmentioning

confidence: 99%

Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water

et al. 2021

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This study concerns one of the rare applications of a suspension of palladium nanoparticles in water for oxidation reactions. The aqueous suspension containing well dispersed nanoparticles of 3.85 nm was obtained following a straightforward procedure involving the reduction of Na 2 PdCl 4 with NaBH 4 in the presence of PVP as stabilizing agent. In the way of oxidative catalytic valorisation of lignin, the aqueous suspension was directly applied as catalytic medium for the selective oxidation of vanillic alcohol into vanillin (80 °C, O 2 , 1 h) with more than 90% yield. Reusability of the catalytic medium has been demonstrated, acting as "quasi-homogeneous catalyst". More sophisticated lignin-derived substrates like veratryl alcohol and hydrobenzoin gave yields of 50-80% to the respective aldehyde and ketone. In parallel, this as-synthesized suspension was directly used to prepare a Pd/TiO 2 catalyst, the latter showing less efficiency for the catalytic transformations.

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Section: Graphic Abstractmentioning

confidence: 99%

Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water

et al. 2021

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“…Mohazzab and co-workers 225 synthesized reusable mesh-GO/Pd catalyst by immobilization of Pd NPs on stainless-steel mesh. Dhara and co-workers 226 prepared glucose-stabilized palladium nanoparticles with recycling and reusing capability up to four times and explored its catalytic potential for both Suzuki and Heck reactions in aqueous medium supported by microwave irra-diation. This procedure allowed the coupling of various electron-rich and electron-deficient aryl halides in high reaction yields.…”

Section: Review Synopenmentioning

confidence: 99%

A Decade of Exploration of Transition-Metal-Catalyzed Cross-Coupling Reactions: An Overview

Kumar,

Jyoti

et al. 2023

SynOpen

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During the previous couple of decades, transition-metal (Fe, Co, Cu, Ni, Ru, Rh, Pd, Ag, Au) catalyzed inter- and intramolecular coupling reactions have attracted huge attention for the construction of C–C and C–heteroatom (like C–N, C–P, C–O, C–S, etc.) bonds to synthesize a diverse range of polymers, fine chemicals, and agrochemicals (mainly fungicides, herbicides, and insecticides), as well as biologically and pharmaceutically important organic molecules. Furthermore, the employment of lower cost and easily available metals such as first-row transition-metal salts or metal complexes of Fe, Co, Cu, Ni as catalysts compared to the precious metals such as Pd, Ag, Au in cross-coupling reactions have led to major advances in applications within the fields of synthesis. A number of cross-coupling reactions catalyzed by transition metals have been explored, including Suzuki, Heck, Sonogashira, Stille, Kumada, Kochi, Murahashi, Corriu, and Negishi reactions, as well as carbonylative, decarboxylative, reactions and α-arylations. In this review, we offer a comprehensive summary of the cross-coupling reaction catalyzed by different transition metals from the year 2009 to date.1 Introduction2 Pd-Catalyzed Reactions2.1 C–C Cross-Coupling Reactions2.2 C–N Cross-Coupling Reactions2.3 C–P Cross-Coupling Reactions3 Ni-Catalyzed Cross-Coupling Reactions3.1 C–C Cross-Coupling Reactions4 Cu-Catalyzed Cross-Coupling Reactions4.1 C–C Cross-Coupling Reactions4.2 C–O Cross-Coupling Reactions4.2 C–N Cross-Coupling Reactions4.4 C–P Cross-Coupling Reactions4.5 C–Se Cross-Coupling Reactions4.6 C–S Cross-Coupling Reactions5 Fe-Catalyzed Reactions5.1 C–C Cross-Coupling Reactions5.2 C–S Cross-Coupling Reactions6 Co-Catalyzed Reactions7 Transition-Metal Nanoparticle-Promoted Reactions7.1 Pd Nanoparticles7.2 Cu Nanoparticles8 Miscellaneous Reactions9 Perspectives and Future Directions

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“…They employed it in the synthesis of a series of biphenyl compounds via Suzuki-Miyaura cross-coupling reactions with an unconventional technique. In 2019, Dhara and co-worker [74] used glucose stabilised palladium nanoparticles (PdNPs) as a catalyst for Suzuki reactions of both electron-rich and electron-deficient aryl halides with a variety of boronic acids to access a wide variety of biaryl compounds and substituted alkenes in good to excellent yields. Contrarily, Baruah et al [75] used nanoparticles supported on cellulose (Scheme 27).…”

Section: Suzuki Coupling Catalyzed By Bio-supported Pd Nanoparticlesmentioning

confidence: 99%

Prospects and Applications of Palladium Nanoparticles in the Cross‐coupling of (hetero)aryl Halides and Related Analogues

Ayogu

Onoabedje

2021

ChemistryOpen

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Discovering efficient methods for the formation of carboncarbon bonds is a central ongoing theme in organic synthesis. Cross-coupling reactions catalysed by metal nanoparticles are attractive alternatives to the traditional use of metal counterparts due to the catalytic tunability, selectivity, recyclability and reusability of the nanoparticles. The ongoing search for sustainable processes demands that reusable and environmentally benign catalysts are used. While the advantages of nanoparticles catalysts over bulk catalysts cannot be over-emphasised, the problem of sintering, agglomeration and leaching are drawbacks to their full industrial applications. Hence, efforts are being made towards advancing the efficiency of the catalytic nanoparticle systems over the years. This review presents the progress, the challenges and the prospects of palladium nanoparticle with focus on Heck, Suzuki, Hiyama and Sonogashira cross-coupling reactions involving (hetero) aryl halides and the analogues.

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Microwave assisted cross-coupling reactions using palladium nanoparticles in aqueous media

Cited by 8 publications

References 35 publications

Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water

Selective Aerobic Oxidation of Benzyl Alcohols with Palladium(0) Nanoparticles Suspension in Water

A Decade of Exploration of Transition-Metal-Catalyzed Cross-Coupling Reactions: An Overview

Prospects and Applications of Palladium Nanoparticles in the Cross‐coupling of (hetero)aryl Halides and Related Analogues

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