1008-89-5Relevant articles and documents
Thin film formation of Pd/reduced-graphene oxide and Pd nanoparticles at oil-water interface, suitable as effective catalyst for Suzuki-Miyaura reaction in water
Jafar Hoseini,Dehghani, Modarres,Nasrabadi, Hasan
, p. 1078 - 1083 (2014)
A facile and efficient route was used to synthesise Pd nanoparticles by reduction of an organopalladium(ii) complex, [PdCl2(cod)] (cod = cis,cis-1,5-cyclooctadiene), at the oil-water interface. Pd/reduced-graphene oxide and Pd free stabilizer n
Pyridylamido hafnium complexes with a silylene bridge: Synthesis and olefin polymerization
Canich, Jo Ann M.,Hagadorn, John R.,Kulyabin, Pavel S.,Uborsky, Dmitry V.,Voskoboynikov, Alexander Z.
, p. 6693 - 6702 (2020)
The synthesis and characterisation of six novel Cs-symmetric pyridylamido hafnium complexes with a silylene bridge of the type [ArPy(R2Si)NAr′]HfAlk2 are reported. Four complexes have been structurally characterised using single crystal X-ray diffraction. Appreciable differences between the solid state structures of these complexes and the pyridylamido hafnium complexes with a CRR′ bridge were noted. Reactions with B(C6F5)3, [Ph3C][B(C6F5)4] and [HMe2NPh][B(C6F5)4] yielded active catalysts for the homopolymerisations of propene and 1-hexene and ethene/1-octene copolymerization. In spite of the Cs-symmetry of the precatalysts, isotactically enriched polypropylene and poly(1-hexene) were obtained. The fact that the mechanism of the catalyst activation includes the insertion of alkene into the Hf-CAr bond was demonstrated. It was found that the structures of Ar and the R2Si bridge influence the activity, molecular weight capability and 1-octene affinity of the catalysts.
Azacycle-Directed Formal Aromatic C(sp2)-H Insertion with Cr(0) Fischer Carbene Complex via Oxidative Hydrogen Migration
Qu, Shuanglin,Tong, Wen-Yan,Wang, Jianbo,Wang, Kang,Yao, Xing-Qi
, p. 3526 - 3534 (2021)
An azacycle-directed intermolecular aromatic C(sp2)-H functionalization of Cr(0) Fischer carbene complexes under catalyst-free conditions is reported. Arenes with pyridines, pyrimidine, and pyrazole as directing groups reacted with chromium(0) carbene com
Synthesis of Biaryls via Benzylic C-C Bond Cleavage of Styrenes and Benzyl Alcohols
Kumar, Arvind,Shah, Bhahwal Ali
, p. 5232 - 5235 (2015)
A metal-free oxidative coupling of styrenes and benzyl alcohols with arenes has been developed for the synthesis of biaryls. The reaction features a conspicuous benzylic C-C bond cleavage of styrenes and benzyl alcohols. The reaction with both substrates proceeds through a common aldehydic intermediate formed through oxidative C-C bond cleavage of alkene and oxidation of benzyl alcohols. The reaction proceeds efficiently over a broad range of substrates with excellent functional group tolerance.
Cyclometalated Palladium NHC Complexes Bearing PEG Chains for Suzuki-Miyaura Cross-Coupling in Water
Schroeter, Felix,Soellner, Johannes,Strassner, Thomas
, p. 4267 - 4275 (2018)
We present the synthesis and characterization of four new polyethylene glycol (PEG) substituted palladium complexes bearing a cyclometalated 2-phenylimidazole ligand and an N-heterocyclic carbene (NHC) ligand. A solid-state structure reveals the chelating binding mode and the coiling of the PEG chain in the auxiliary ligand. The PEG substitution significantly increased the solubility of the complexes in several solvents, enabling the efficient Suzuki-Miyaura cross-coupling reaction of aryl chlorides in an aqueous medium. Under optimized reaction conditions, sterically demanding biphenyl compounds with up to three ortho substituents were accessible in good to excellent yields.
Palladium nanoparticles supported on graphene and reduced graphene oxide as efficient recyclable catalyst for the Suzuki-Miyaura reaction of potassium aryltrifluoroborates Dedicated to the memory of Prof. Carlos F. Barbas III.
Gómez-Martínez, Melania,Buxaderas, Eduardo,Pastor, Isidro M.,Alonso, Diego A.
, p. 1 - 7 (2015)
Palladium nanoparticles supported on graphene platelets have been efficiently used as catalyst in the Suzuki-Miyaura coupling between aryl bromides and potassium aryltrifluoroborates using 0.1 mol% of Pd and potassium carbonate as base in MeOH/H2O as solvent at 80 °C. The reaction can be performed using conventional and microwave heating showing the catalyst high reusability, particularly with microwaves, where lower aggregation of Pd nanoparticles has been observed. A dissolution/re-deposition catalytic mechanism is proposed, based on the fact that palladium leaching to the solution is detected under microwave irradiation.
Silica-coated magnetic nanoparticles functionalized cobalt complex: a recyclable and efficient catalyst for the C?C bond formation
Haqjow, Hanif,Raoufi, Farveh
, p. 4113 - 4128 (2021)
In this study, the Co-based catalyst was prepared by cobalt immobilization on the surface of functionalized silica-coated magnetic NPs (Fe3O4@SiO2-CT-Co) as a magnetically core–shell nanocatalyst and characterized by FT-IR, TGA, XRD, VSM, SEM, TEM, EDX, EDX mapping, and ICP techniques and appraised in the Suzuki–Miyaura cross-coupling reaction under mild reaction conditions. The results displayed the superparamagnetic behavior of the Fe3O4 NPs core encapsulated by SiO2 shell, and the size of the particles was estimated about 30?nm. Compared with the previously reported catalysts, the engineered Fe3O4@SiO2-CT-Co catalyst provided perfect catalytic performance for the Suzuki–Miyaura cross-coupling reaction in water as a green solvent and it was much cheaper in the comparison with the traditional Pd-based catalysts. Importantly, the durability of magnetic nanocatalyst was studied and observed that it is stable under the reaction conditions and could be easily reused for at least six successive cycles without any significant decrease in its catalytic activity. Graphic abstract: [Figure not available: see fulltext.]
Nickel-catalyzed cross-coupling reaction of aryl fluorides and chlorides with Grignard reagents under nickel/magnesium bimetallic cooperation
Yoshikai, Naohiko,Mashima, Hiroko,Nakamura, Eiichi
, p. 17978 - 17979 (2005)
Nickel-catalyzed cross-coupling of Grignard reagents with aryl (poly)fluorides or (poly)chlorides can be achieved efficiently in the presence of a new triarylphosphine ligand bearing a nearby hydroxy group. The high reactivity and the unique chemoselectivity (ArF > ArOTf ? ArSR) of the catalysis have been attributed to synergy of nickel and magnesium atoms preorganized on the ligand, as has been surmised on the basis of theoretical modeling of the reaction mechanism. Copyright
A phosphine-free, atom-efficient cross-coupling of aryl iodides with triarylindiums or trialkynylindiums catalyzed by immobilization of palladium(0) in MCM-41
Lei, Zhiwei,Liu, Haiyi,Cai, Mingzhong
, p. 54 - 63 (2017)
The first phosphine-free heterogeneous atom-efficient cross-coupling reaction of aryl iodides with triarylindiums or trialkynylindiums was achieved in THF at 68 °C by using 1 mol% of MCM-41-immobilized palladium(0)-Schiff base complex [MCM-41-N,N-Pd(0)] as catalyst, yielding a variety of unsymmetrical biaryls and arylalkynes in good to excellent yields. The heterogeneous palladium(0) catalyst could easily be prepared via a simple procedure from commercially readily available reagents, and recovered by filtration of the reaction solution and recycled at least 10 times without significant loss of activity.
N,N′-bis(2-pyridinecarboxamide)-1,2-benzene palladium complex as a new efficient catalyst for Suzuki-Miyaura coupling reaction under phosphane free conditions Dedicated to Professor Mehdi Rashidi
Gholinejad, Mohammad,Shahsavari, Hamid R.
, p. 433 - 438 (2014)
In this article, palladium complex of N,N′-bis(2-pyridinecarboxamide) -1,2-benzene has been introduced as a new catalyst for the Suzuki-Miyaura coupling reaction of aryl halides in water. The catalyst is easily prepared from the reaction of Pd(OAc)2 and N,N′-bis(2-pyridinecarboxamide)- 1,2-benzene ligand and has been characterized using 1H NMR, TGA, FT-IR, solid and liquid UV-Vis spectroscopy.
