2051-60-7Relevant articles and documents
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
Boukherroub, Rabah,Mirza-Aghayan, Maryam,Mohammadi, Marzieh
, (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.
Preparation of an Efficient and Recoverable Catalyst through Immobilization of PdCl2 on Modified Poly(styrene-co-maleic anhydride) for the Suzuki Cross-Coupling Reaction
Heravi, M. M.,Hosseinnejad, T.,Mohammadi Zeydi, M.,Montazeri, N.,Zoghi, R.
, p. 1685 - 1693 (2021/12/13)
Abstract: A copolymer of styrene and maleic anhydride was modified via reaction with 4-amino-5-methyl-4H-1,2,4-triazole-3-thiol, and palladium(II) chloride was then immobilized on the modified copolymer. The resulting nanocatalyst was characterized by scanning electron microscopy (SEM), energy dispersive spec-troscopy, X-ray (EDAX) and inductively coupled plasma (ICP) analyses, and FT-IR, 1H NMR, and 13C NMR spectroscopic data. The catalytic efficiency of the new palladium nanoparticles was successfully examined in the Suzuki cross-coupling reaction of various aryl halides with phenylboronic acid in water. The advantages of this strategy were easy recovery and efficient reusability of the expensive PdNPs, high yields of the cross-coupling products, short reaction times, and the use of water as a solvent for a wide range of substrates.
From the grafting of NHC-based Pd(II) complexes onto TiO2 to the in situ generation of Mott-Schottky heterojunctions: The boosting effect in the Suzuki-Miyaura reaction. Do the evolved Pd NPs act as reservoirs?
De Tovar, Jonathan,Rataboul, Franck,Djakovitch, Laurent
, p. 133 - 147 (2021/05/10)
The assumption that the real active species involved in the Suzuki-Miyaura reaction are homogeneous, heterogeneous or both is often proposed. However a lack of characterization of the true catalytic entities and their monitoring makes assumptions somewhat elusive. Here, with the aim of getting new insights into the formation of active species in the Suzuki-Miyaura reaction, a family of palladium(II) complexes bearing bis(NHC) ligands was synthesized for immobilization at the surface of TiO2. The studies reveal that once the complexes are anchored onto TiO2, the mechanism governing the catalytic reaction is different from that observed for the non-anchored complexes. All complexes evolved to Pd NPs at the surface of TiO2 under reaction conditions and released Pd species in the liquid phase. Also, this reactivity was boosted by the in situ generation of Mott-Schottky heterojunctions, opening new routes towards the design of heterogenized catalysts for their further implementation in reverse-flow reactors.