2404-87-7Relevant articles and documents
Suzuki-Miyaura coupling under air in water promoted by polymer supported palladium nanoparticles
Dell'Anna, Maria Michela,Mali, Matilda,Mastrorilli, Piero,Rizzuti, Antonino,Ponzoni, Chiara,Leonelli, Cristina
, p. 186 - 194 (2013)
Suzuki couplings of aryl bromides were efficiently performed by a polymer supported palladium catalyst under air in water at 100°C without additives. In the case of activated aryl chlorides the reactions proceeded smoothly in the presence of a suitable phase transfer agent. The catalyst was active and recyclable for at least five times. Atomic absorption analyses revealed that the metal content in the polymeric support did not significantly decrease with the cycles while inductively coupled plasma analyses revealed that the palladium amount both in the mother liquors and in the organic products after reactions was lower than 500 ppb. The activity of the mother liquors has been investigated in detail. A transmission electron microscopy study of the supported catalyst before, during and after duty is also described.
Structure and Internal Rotation in 3-Phenylthiophene Using NMR Spectra of Liquid-Crystalline Solutions
Chidichimo, Giuseppe,Liguori, Angelo,Longeri, Marcello,Veracini, Carlo Alberto
, p. 438 - 445 (1983)
The NMR spectra of 3-phenylthiophene as solute in liquid-crystal solvents were analyzed and the direct couplings constants, Dij obtained were used to test different models of the potential energy function V(φ) for intramolecular rotation of the phenyl and thiophene units.The data are consistent with a V(φ) having a minimum at about 24 deg.The LCNMR technique is highly discriminant among different models of V(φ) provided that enough Dij couplings are available.Ab initio calculations are also reported.
A C3v-symmetric triphosphine ligand derived from trindane skeleton: synthesis, inclusion of C60, and catalytic activity of its Pd complex
Lim, Dong Seob,Sahoo, Suban K.,Cho, Chan Sik,Kim, Yang,Choi, Heung-Jin
, p. 5665 - 5669 (2015)
With the aim to design a multidentate C3v-symmetric trindane-based trisphosphine ligand 3 for Suzuki-Miyaura cross-coupling of 3-bromothiophene with phenylboronic acid, we observed the ability of this ligand to form an inclusion complex with buckyball C60. Along with its catalytic activity, the pyramidal inversion at phosphorous atoms of 3 and the formation of 3@C60 were investigated by 1H NMR, 31P{1H} NMR and DFT methods.
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Davies et al.
, p. 795 (1976)
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Organocatalytic synthesis of (Het)biaryl scaffoldsviaphotoinduced intra/intermolecular C(sp2)-H arylation by 2-pyridone derivatives
Das, Tapas Kumar,Kundu, Mrinalkanti,Mondal, Biswajit,Ghosh, Prasanjit,Das, Sajal
, p. 208 - 218 (2021/12/29)
A uniqueN,O-bidentate ligand 6-oxo-1,6-dihydro-pyridone-2-carboxylic acid dimethylamide (L1) catalyzed direct C(sp2)-H (intra/intermolecular) arylation of unactivated arenes has been developed to expedite access to (Het)biaryl scaffolds under UV-irradiation at room temperature. The protocol tolerated diverse functional groups and substitution patterns, affording the target products in moderate to excellent yields. Mechanistic investigations were also carried out to better understand the reaction pathway. Furthermore, the synthetic applicability of this unified approach has been showcasedviathe construction of biologically relevant 4-quinolone, tricyclic lactam and sultam derivatives.
Anchored PdCl2 on fish scale: an efficient and recyclable catalyst for Suzuki coupling reaction in aqueous media
Yang, Quanlu,Yang, Fawang,Zhang, Ying,Hou, Juanjuan,Li, Jiankun,Cheng, Jinkui,Wu, Shang,Zhan, Huiying,Zhang, Xinghui,Shi, Haixiong
supporting information, (2020/12/25)
PdCl2 anchored on fish scale (FS) complex were intended to a heterogeneous catalyst for ligand-free Suzuki coupling reaction in aqueous media. The catalyst FS-PdCl2 was characterized by FT-IR, powder XRD, XPS and SEM. FS-PdCl2 complex has been successfully implemented for Suzuki coupling reactions of various halogenated aromatics with arylboronic acid to provide the corresponding biaryl compounds under environmentally friendly conditions (40 °C, water solvent). Moreover, the efficient catalyst shows excellent stability and recyclability, and its catalytic activity without any decrease after 8 times consecutive reused.
Photoelectric properties of aromatic triangular tri-palladium complexes and their catalytic applications in the Suzuki-Miyaura coupling reaction
Li, Jia,Li, Xujun,Liu, Xiang,Maestri, Giovanni,Malacria, Max,Wang, Xiaoshuang,Wang, Yanlan,Wu, Lingang
supporting information, p. 11834 - 11842 (2021/09/06)
The photoelectric properties and catalytic activities of substituted triphenylphosphine and sulfur/selenium ligand supported aromatic triangular tri-palladium complexes1-4, abbreviated as [Pd3]+, were investigated. The cyclic voltammogram of [Pd3]+in CH3CN-nBu4NPF6showed a single quasi-reversible wave which was consistent with their robust property and provided preliminary proof for their electron transfer processes in catalysis. With excitation at 267 nm, [Pd3]+exhibited strong ratiometric fluorescence at 550 and 780 nm at a temperature gradient from 77 K to 287 K. These peculiar triangular tri-palladium complexes showed excellent catalytic activities and exclusive reactivity with aryl iodides over the other halogenated aromatics in the Suzuki-Miyaura coupling reaction. The electronic and steric hindrance effects of substituents on the aryl iodides and aryl boronic acids including heteroaromatics like pyridine, pyrazine and thiophenes were explored and most substrates achieved up to 99% of yields. (2-[1,1′-Biphenyl]-2-ylbenzothiazole) which was analogous to the selective cyclooxygenase-2 (COX-2) inhibitors was also synthesized with our tri-palladium catalyst and gave good isolated yield (94%). The study of the catalytic process revealed that the mechanism of the reaction may involve the replacement of the sulphur ligand on [Pd3]+by iodine from aryl iodides, which was beneficial for the matching of C-I bond energy.
