825-55-8Relevant articles and documents
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Nilsson
, p. 679,681 (1966)
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Preparation of Co-Pd bimetallic nanoparticles encapsulated in bamboo-like N-doped mesoporous carbon by a facile one-pot method for green Suzuki coupling
Wu, Li,Long, Yu,Ma, Jiantai,Lu, Gongxuan
, p. 3809 - 3821 (2019)
CoPd bimetallic nanoparticles (NPs) were successfully encapsulated in bamboo-like N-doped mesoporous carbon (bNMC) via a facile one-pot method through combination of dissolving chelation and carbonization reactions. The morphology, structure and composition of CoPd-bNMC was verified by detailed characterization including SEM, TEM, EDX, XPS, XRD, N2 adsorption–desorption, VSM, and ICP. The as-prepared CoPd/bNMC showed excellent activity and selectivity for Suzuki coupling under mild and green condition. Though the Pd content of CoPd/bNMC was half of Pd/bNMC, the catalytic performance of CoPd/bNMC was almost the same with Pd/bNMC, which was caused by its special bimetallic alloy structure, high BET surface area and pore volume. Importantly, CoPd/bNMC with magnetic property can be separated using external magnetic field and reused for five consecutive runs in the reaction of Suzuki crossing without significant loss of activity. It was found the Pd content only showed slight loss (2.3?wt.%) after five reused reactions, which was because CoPd bimetallic NPs were inside the bamboo-like N-doped mesoporous carbon.
Recyclable and ligandless suzuki coupling catalyzed by carbon nanotube-supported palladium nanoparticles synthesized in supercritical fluid
Pan, Horng-Bin,Yen, Clive H.,Yoon, Byunghoon,Sato, Masaki,Wai, Chien M.
, p. 3473 - 3478 (2006)
Carbon nanotube-supported palladium nanoparticles prepared by a supercritical fluid deposition method show high activities for catalyzing Suzuki coupling reactions, and the catalysts can be recycled and reused at least six times without losing activity. Copyright Taylor & Francis Group, LLC.
Synthesis and characterization of palladium nanoparticles immobilized on graphene oxide functionalized with triethylenetetramine or 2,6-diaminopyridine and application for the Suzuki cross-coupling reaction
Mirza-Aghayan, Maryam,Mohammadi, Marzieh,Boukherroub, Rabah
, (2021/11/22)
Graphene oxide (GO) was functionalized with two organic ligands, triethylenetetramine (TETA) or 2,6-diaminopyridine (DAP), followed by palladium nanoparticles (Pd NPs) for the synthesis of Pd NPs/GO-TETA and Pd NPs/GO-DAP nanocomposites, respectively. The two heterogeneous nanocomposites were fully characterized and their efficiency was investigated for C[sbnd]C bond formation for the synthesis of biaryl compounds via the Suzuki cross-coupling reaction of aryl halides with arylboronic acid derivatives. The obtained results indicated that the Pd NPs/GO-TETA nanocomposite was more effective in the Suzuki coupling reaction as compared to Pd NPs/GO-DAP. Thus, the Suzuki cross-coupling reaction of different aryl halides with arylboronic acid derivatives using Pd NPs/GO-TETA nanocomposite catalyst in the presence of Na2CO3 as base in DMF/H2O (1/1) as solvent at 90 °C was carried out to afford the desired biaryl compounds in high to excellent yields (81–100%) and short reaction times (10–90 min). Additionally, Pd NPs/GO-TETA nanocomposite can be recovered and reused for 8 consecutive runs without any apparent loss of its catalytic activity, proving its high stability and potential use in organic transformations.
Hydrophilic role of deep eutectic solvents for clean synthesis of biphenyls over a magnetically separable Pd-catalyzed Suzuki-Miyaura coupling reaction
Karimi, Sabah,Masteri-Farahani, Majid,Niakan, Mahsa,Shekaari, Hemayat
, (2020/12/30)
The development of an efficient and sustainable catalytic system for the preparation of biphenyls through the Suzuki-Miyaura coupling reaction is still a great challenge to green chemistry. Encouraging the prevailing challenge, in the present work, a heterogeneous Pd catalyst was synthesized through a green method and used for the production of biphenyls in deep eutectic solvents (DESs) as green reaction media. In order to prepare the catalyst, magnetite-graphene oxide nanocomposite was modified with cellulose via the click reaction and applied as support for Pd nanoparticles. Cellulose acted as both reducing and stabilizing agent for Pd nanoparticles and eliminated the requirement of a reducing agent. The prepared catalyst was characterized by different methods such as FT-IR, EDX, EDX-mapping, XPS, SEM, TEM, XRD, VSM, and ICP-OES analyses. Catalytic properties of the obtained catalyst was explored in the coupling reaction of aryl halides with aryl boronic acids in different hydrophilic and hydrophobic DESs. The presence of cellulose with hydrophilic character on the structure of catalyst offered well dispersion of the catalyst in hydrophilic DESs, which led to enhancement of its catalytic activity. Among various hydrophilic DESs, the DES composed of dimethylammonium chloride and glycerol was verified as the most effective solvent for the preparation of biphenyls. The catalyst was compatible with a variety of substrates, with which all the Suzuki coupling products were achieved in high to excellent yields. Thanks to the low solubility of catalyst and DES in organic solvents, the separated aqueous phase containing both of the catalyst and DES could be readily recovered by evaporating water and reused up to five successive runs with a stable activity. This simple and new separation strategy provided a clean and highly efficient synthetic methodology for the synthesis of various biphenyls. Moreover, hot filtration test efficiently confirmed that the catalyst is heterogeneous and completely stable under reaction conditions.
Fe3O4-SAHPG-Pd0 nanoparticles: A ligand-free and low Pd loading quasiheterogeneous catalyst active for mild Suzuki–Miyaura coupling and C-H activation of pyrimidine cores
Azizollahi, Hamid,Eshghi, Hossein,García-López, José-Antonio
, (2020/09/17)
This paper reports a green magnetic quasiheterogeneous efficient palladium catalyst in which Pd0 nanoparticles have been immobilized in self-assembled hyperbranched polyglycidole (SAHPG)-coated magnetic Fe3O4 nanoparticles (Fe3O4-SAHPG-Pd0). This catalyst has been used for effective ligandless Pd catalyzed Suzuki–Miyaura coupling reactions of different aryl halides with substituted boronic acids at room temperature and in aqueous media. Herein, SAHPG is used as support; it also acts as a reducing agent and stabilizer to promote the transformation of PdII to Pd0 nanoparticles. Also, this environmental friendly quasiheterogeneous catalyst is employed for the first time in the synthesis of new pyrimido[4,5-b]indoles via oxidative addition/C-H activation reactions on the pyrimidine rings, which were obtained with higher yield and faster than when Pd(OAc)2 was used as the catalyst. Interestingly, the above-mentioned catalyst could be recovered in a facile manner from the reaction mixture by applying an external magnet device and recycled several times with no significant decrease in the catalytic activity.