2143-90-0Relevant academic research and scientific papers
Nanostructured Pyrophosphate Na2PdP2O7-Catalyzed Suzuki-Miyaura Cross-Coupling Under Microwave Irradiation
Danoun, Karim,Essamlali, Younes,Amadine, Othmane,Tabit, Rida,Fihri, Aziz,Len, Christophe,Zahouily, Mohamed
, (2018)
Nanostructured palladium pyrophosphate (Na2PdP2O7) catalyst was synthesized and well characterized by using different techniques (TGA, XRD, SEM, TEM..). This nanocatalyst exhibited excellent catalytic activity in the synth
Immobilization of Pd on nanosilica dendrimer as SILC: Highly active and sustainable cluster catalyst for suzuki-miyaura reaction
Hagiwara, Hisahiro,Sasaki, Hirokazu,Tsubokawa, Norio,Hoshi, Takashi,Suzuki, Toshio,Tsuda, Tetsuya,Kuwabata, Susumu
, p. 1990 - 1996 (2010)
Palladium acetate was noncovalently immobilized as a supported ionic liquid catalyst (SILC) in a nanosilica dendrimer, PAMDMAM, with the aid of an ionic liquid to form a cluster catalyst of palladium nanoparticles. The pseudo-homogeneous heterogenized catalyst, Pd-nanoPAMDMAM-SILC, was effective for Suzuki-Miyaura reactions of ortho-substituted aryl bromides or aryl triflates without a ligand in 50% aqueous ethanol in air at room temperature. The catalyst could be re-used up to five times in 93% average yield after simple centrifugation. TON reached 176,000. Georg Thieme Verlag Stuttgart.
The Suzuki cross-coupling reaction in pure water catalyzed by ligandless palladium using polyethylene glycol derivatives as surfactant
Xiang, Liu,Xiaohua, Zhao,Ming, Lu
, p. 615 - 618 (2013)
The results of a ligandless Pd(OAc)2-catalyzed Suzuki-Miyaura coupling experiment are presented. It was found that the use of polyethylene glycol phosphonium salts (PEG-quat) as surfactant resulted in very rapid reactions of aryl halides with phenylboronic acids in pure water. Moreover, aryl chlorides such as 4-nitrochlorobenezene reacted quantitatively with phenylboronic acid under optimized conditions. Copyright
N-Doped porous carbon supported palladium nanoparticles as a highly efficient and recyclable catalyst for the Suzuki coupling reaction
Zhang, Li,Dong, Wen-Huan,Shang, Ning-Zhao,Feng, Cheng,Gao, Shu-Tao,Wang, Chun
, p. 149 - 154 (2016)
A new catalyst, Pd particles supported on the N-doped porous carbon (PC) derived from Zn-based metal-organic frameworks (zeolitic imidazolate framework: ZIF-8), was successfully prepared for the first time. The as-prepared catalyst was designated as N-doped PC-Pd, and characterized by X-ray diffraction, X-ray photoelectron spectroscopy, transmission electron microscopy, scanning electron microscope, N2 adsorption and inductively coupled plasma atomic emission spectroscopy. The N-doped PC-Pd composite exhibited high catalytic activity toward the Suzuki-Miyaura cross-coupling reactions. The yields of the products were in the range of 90%-99%. The catalyst could be readily recycled and reused at least 6 consecutive cycles without a significant loss of its catalytic activity.
Direct C-H arylation of (hetero)arenes with aryl iodides via rhodium catalysis
Yanagisawa, Shuichi,Sudo, Tomoko,Noyori, Ryoji,Itami, Kenichiro
, p. 11748 - 11749 (2006)
A new method for the catalytic C-H arylation of heteroarenes and arenes that manifests high activity paired with reasonably broad scope was developed. Under the catalytic influence of RhCl(CO){P[OCH(CF3)2]3}2 an
Immobilization of a palladium(II) bis(imidazolium) complex onto graphene oxide by noncovalent interactions: an efficient and recyclable catalyst for Suzuki–Miyaura reaction
Moghadam, Majid,Salavati, Hossein,Pahlevanneshan, Zari
, p. 529 - 536 (2018)
In this research, the Suzuki–Miyaura coupling reaction catalyzed by a palladium(II) complex containing bis(imidazolium) ligand, PdII(BIM), immobilized on graphene oxide (GO) as heterogeneous, recyclable and active catalyst is reported. The catalyst, PdII(BIM)@GO, was characterized by FT-IR, diffuse reflectance UV–Vis spectroscopy, ICP, field emission scanning electron microscopy, energy-dispersive X-ray analysis, and elemental analysis. It was demonstrated that the GO-supported palladium(II) complex can act as an efficient catalyst and is reusable several times without a significant loss of their catalytic activity.
A highly water-dispersible and magnetically separable palladium catalyst based on functionalized poly(ethylene glycol)-supported iminophosphine for Suzuki-Miyaura coupling in water
Liu, Xiang,Zhao, Xiaohua,Lu, Ming
, p. 419 - 424 (2015)
A magnetically separable Fe3O4@poly(ethylene glycol) (PEG)-iminophosphine palladium complex was successfully prepared by reacting a palladium complex containing the ligand 2-(diphenylphosphino)benzaldehyde with amino-functionalized PEG-coated iron oxide nanoparticles. The novel catalyst was characterized using inductively coupled plasma atomic emission and Fourier transform infrared spectroscopies, transmission electron microscopy, vibrating sample magnetometry, X-ray diffraction and thermogravimetric analysis. It showed high activity for the Suzuki-Miyaura coupling reaction in pure water. Furthermore, it was found that the highly water-dispersible catalyst can be recovered by applying an external magnetic field and used in five consecutive runs without significant decrease in activity.
New bifunctional amphiphilic oxyethylimidazolium derivatives of calix[4]arene containing alkynyl/azide fragments: regularities of aggregation and polymerization under azide/alkyne cycloaddition conditions
Antipin, I. S.,Bogdanov, I. M.,Burilov, V. A.,Evtugyn, V. G.,Garipova, R. I.,Mironova, D. A.,Solovieva, S. E.,Volodina, A. A.
, p. 131 - 138 (2022/02/25)
New bifunctional amphiphilic oxyethylimidazolium derivatives of calix[4]arene with terminal alkynyl or azide fragments in the polar moiety of the molecule were synthesized. The aggregation characteristics (critical aggregation concentrations, size, and ze
Suzuki–Miyaura cross-coupling reaction assisted by palladium nanoparticles-decorated zeolite 13X nanocomposite: a greener approach
Deepika, Raja,Sethuraman, Mathur Gopalakrishnan
, p. 1111 - 1128 (2022/01/22)
Heterogeneous catalysts govern the field of catalysis due to their easy separation from a reaction mixture, reusability, and prevention of agglomeration, making them more efficient catalysts than homogeneous catalysts. Herein, we report the eco-friendly synthesis of a novel heterogeneous catalyst, viz. palladium nanoparticles (Pd NPs) decorated over zeolite 13X nanocomposite using dried fruits of Terminalia chebula Retz. as the reducing and stabilizing agent and its performance as a promising catalyst for the Suzuki–Miyaura coupling reactions. The particle size, crystallinity, morphology, and textural properties of the catalyst were identified using Fourier transform-infrared spectroscopy (FTIR), X-ray diffraction (XRD), field emission scanning electron microscopy (FESEM), high-resolution transmission electron microscopy (HR-TEM), thermal gravimetric analysis (TGA), X-ray photoelectron spectroscopy (XPS), and Brunauer–Emmett–Teller (BET) analysis which confirmed the presence of palladium nanoparticles on the surface of zeolite 13X. The FESEM images revealed the presence of spherical-shaped Pd NPs over the cubical particles of zeolite 13X. The average particle size of the palladium nanoparticles was found to be in the range of 6–7?nm and was polycrystalline in nature. From BET analysis, it was inferred that the decoration of Pd NPs decreased the surface area of zeolite 13X (615.5 m2/g to 548.334 m2/g), thus leaving pores unoccupied. This study showed the efficiency of this novel catalyst in the formation of biaryl derivatives using low palladium loadings (0.0012?mol%) giving good to excellent yields (90–99%) within short reaction times (10–225?min) with high TONs (> 79,000) and TOFs (> 21,000). Both electron-donating and electron-withdrawing aryl halides and aryl boronic acids reacted smoothly in the presence of K2CO3 as a base and EtOH/H2O (1:1) as the solvent. Besides, the catalyst could be recycled and reused for 5 consecutive runs with minimal loss of its efficiency. The supremacy of this catalyst could well be exploited in future for various organic transformations. Graphical abstract: [Figure not available: see fulltext.].
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.
