720-75-2Relevant articles and documents
Palladium nanoparticles in carbon thin film-lined SBA-15 nanoreactors: Efficient heterogeneous catalysts for Suzuki-Miyaura cross coupling reaction in aqueous media
Zhi, Jian,Song, Depeng,Li, Zhiwen,Lei, Xia,Hu, Aiguo
, p. 10707 - 10709 (2011)
Embedding Pd nanoparticles in carbon thin film-lined SBA-15 nanoreactors provides highly efficient catalysts for heterogeneous cross coupling reactions in aqueous media. No leaching or aggregation of Pd nanoparticles was found in these nanoreactors after reusing them several times. The carbon thin film lining of these nanoreactors was further confirmed with small molecular arene probing experiments.
Synthesis, characterization, and catalytic activity of (1,2-Diaryl) alkenylphosphine palladium complexes
Xi, Chanjuan,Yu, Bingran,Yan, Xiaoyu,Tang, Ning
, p. 1323 - 1328 (2013)
A series of (1,2-diaryl)alkenylphosphine palladium complexes have been designed and synthesized. The structures of palladium complexes depend on the ratio of amount of using PdCl2(CH3CN)2 and ligands. Additions of one equivalent of ligands afford dipalladium complexes [R1CH=CR2(PR2)PdCl2]2, R1 = R2 = R = Ph, (C1); R1 = R2 = p-tolyl, R = Ph, (C2); R1 = R2 = Ph, R = iPr, (C3). The dipalladium complexes (C1-C3) adopt a transoid conformation and existed as chlorine-bridged dimer with a single alkenylphosphine ligand at each Pd. Complex C1 is confirmed by X-ray crystallography. Additions of two equivalents of ligands afford monopalladium complexes {[R1CH=CR 2(PR2)]2PdCl2}, R1 = R2 = R = Ph, (C4); R1 = R2 = p-tolyl, R = Ph, (C5); R1 = R2 = Ph, R = iPr, (C6). The monopalladium complexes (C4-C6) adopt a transoid conformation with two alkenylphosphines. Complex C4 and C5 were confirmed by X-ray crystallography, respectively. For a crystal structure of complex C4, there are two independent palladium complexes in the asymmetric unit. All the complexes as a catalyst show good catalytic activity in Suzuki-Miyaura reaction.
A Thiol-Functionalized UiO-67-Type Porous Single Crystal: Filling in the Synthetic Gap
Wong, Yan-Lung,Diao, Yingxue,He, Jun,Zeller, Matthias,Xu, Zhengtao
, p. 1462 - 1468 (2019)
Thiol groups (-SH) offer versatile reactivity for functionalizing metal-organic frameworks, and yet thiol-equipped MOF solids remain underexplored due to synthetic challenges. Building on the recent breakthrough using benzyl mercaptan as the sulfur source and AlCl3 for uncovering the thiol function, we report on the thiol-equipped linker 3,3′-dimercaptobiphenyl-4,4′-dicarboxylic acid and its reaction with Zr(IV) ions to form a UiO-67-type MOF solid with distinct functionalities. The thiol-equipped UiO-67 scaffold shows substantial stability toward oxidation, e.g., it can be treated with 30% H2O2 to afford oxidation of the thiol to the strongly acidic sulfonic function while maintaining the ordered porous MOF structure. The thiol groups also effectively take up palladium(II) ions from solutions to allow for comparative studies on catalytic activities and to help elucidate how the spatial configuration of the thiol groups can be engineered to impact the performance of heterogeneous catalysis in the solid state. Comparative studies on the stability in the solventless (activated) state also help to highlight the steric factor in stabilizing UiO-67-type frameworks.
Synthesis, crystal structure, bioactivities of Ni(II), Cu(II), Co(II) and Pd(II) complexes with unsymmetrical thioether donor Schiff base: Phosphine free Pd(II) complex catalyzed Suzuki reaction
Kalita, Mukul,Tamuli, Kashyap Jyoti,Barman, Pranjit,Sarma, Bipul,Baruah, Reshita,Deka Boruah, Hari Prasanna
, p. 140 - 147 (2015)
A series of new Ni(II), Cu(II), Co(II) and Pd(II) complexes were synthesized from the reaction of thioether containing Schiff base ligand with corresponding metal salts by a simple environmentally benign procedure. The molecular formulae of ligand and their complexes are (C21H19NO2S)2,1, [Ni(C21H18NO2S)2]·CH3OH·H2O,2, [M(C21H18NO2S)2] (3 and 4), where (M = Cu(II) and Co(II)) and [Pd(C21H18NO2SCl)](5). All complexes were characterized by elemental analysis, FT-IR, UV–Vis spectroscopy and single crystal X-ray diffraction analysis. The ligand was characterized by same techniques and with 1H NMR spectroscopy. X-ray diffraction study reveals that copper complex adopts square planar geometry by coordinating via deprotonated hydroxyl oxygen, azomethine nitrogen of ligand to the copper centre and sulfur atoms remain unligated. As expected, nickel complex acquired a distorted octahedral geometry coordinating via deprotonated hydroxyl oxygen, azomethine nitrogen and thioether sulfur atoms of ligands. Interestingly, one water and one methanol molecule are attached at the out sphere of the nickel complex. Suzuki reaction was carried out in open atmospheric conditions using palladium complex as catalyst. The significant features of the palladium complex catalyzed reaction are good yield, simple workup procedure, easy purification and easy recovery technique of the catalyst. The reported palladium complex is phosphine free, air stable, moisture insensitive. The ligand and complexes show very good biological activities against Mycobacterium abscessus, Bacillus subtilis, Staphylococcus aureus, Proteus vulgaris, Mycobacterium smegmatis and Escherichia coli.
Palladium supported on mesoporous silica via an in-situ method as an efficient catalyst for Suzuki-Miyaura coupling reactions
Wang, Peiyu,Zhang, Guoheng,Liu, Liwei,Jiao, Haiyan,Deng, Xiaoyan,Zheng, Xiaoping
, p. 365 - 369 (2014)
Palladium-containing SBA-15 (Pd/SBA-15) was synthesized via an in situ approach. In this procedure, the hydrophobic solvent (CHCl3) was used as a transport medium to inject the Pd precursor (Pd(acetylacetonate) 2) directly into the inner core of the surfactant micelles. The resulting nanocomposite with 1.46 wt% Pd loading was achieved with highly dispersed and uniform palladium nanoparticles. The Pd/SBA-15 nanocomposite exhibited excellent catalytic activities and reuse ability in air for the Suzuki-Miyaura coupling reactions.
Effects of new NHC derivatives as ligands in the Suzuki–Miyaura reaction
Y?lmaz, ülkü,Kü?ükbay, Hasan
, p. 1184 - 1196 (2021)
A series of NHC-derivative ligands was synthesized from bisbenzimidazole salts as the precursor of N-heterocyclic carbene with chalcogens, carbon disulfide, and phenyl isothiocyanate reagents. These new ligands were used in the Suzuki–Miyaura cross-coupling reaction in the presence of palladium(II) acetate. Particularly, it was observed a remarkable ligand activity with tellurourea (5).
Transition-metal-free Suzuki-type coupling reactions
Leadbeater, Nicholas E.,Marco, Maria
, p. 1407 - 1409 (2003)
No metal required: The first transition-metal-free Suzuki-type coupling reaction was carried out in water by using tetrabutylammonium bromide (TBAB) as an additive (see scheme). Products were obtained in high yields with a wide range of aryl bromide substrates.
Nickel-Catalyzed Carbonylation of Difluoroalkyl Bromides with Arylboronic Acids
Zhao, Hai-Yang,Gao, Xing,Zhang, Shu,Zhang, Xingang
, p. 1031 - 1036 (2019)
A nickel-catalyzed carbonylative difluoroalkylation reaction with arylboronic acids under 1 atm of CO has been developed. The reaction proceeds under mild reaction conditions with high efficiency and high functional group tolerance. Preliminary mechanistic studies reveal that the arylacyl nickel complex is the key intermediate to circumvent the formation of labile fluoroacyl nickel, and bimetallic oxidative addition is likely the key step to facilitate the catalytic cycle.
A polymer-supported salen-type palladium complex as a catalyst for the Suzuki-Miyaura cross-coupling reaction
Phan, Nam T.S.,Brown, David H.,Styring, Peter
, p. 7915 - 7919 (2004)
A salen-type palladium(II) complex was readily immobilised onto a Merrifield resin. The supported complex is an effective recyclable heterogeneous catalyst for the Suzuki cross-coupling reaction without the use of phosphine ligands. Leaching of the metal into solution from the supported catalyst proved negligible.
Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold
Medina-Mercado, Ignacio,Porcel, Susana
, (2022/03/15)
A gold-catalysed coupling of aryldiazonium salts with arylboronic acids is described. The reactions proceed in satisfactory yields under irradiation with blue LEDs in the presence of KF and a catalytic amount of ascorbic acid. Notably, 4-nitrobenzendiazonium tetrafluoroborate is sufficiently reactive to undergo the coupling with a variety of arylboronic acids in the absence of aryl radical initiators. The coupling is applicable for electron-donating and electron-withdrawing groups present at the para, ortho, and meta positions of both substrates.
