86-00-0Relevant articles and documents
Taylor
, p. 727,729, 730, 732 (1966)
Phase-transfer catalysis in electrophilic substitution reactions: X. A phase-transfer catalyst for an elementary nitration act
Zaraiskii
, p. 1821 - 1821 (2008)
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Pd(II) and Ni(II) complexes containing ONNO tetradentate Schiff base ligand: Synthesis, crystal structure, spectral characterization, theoretical studies, and use of PdL as an efficient homogeneous catalyst for Suzuki–Miyaura cross-coupling reaction
Ashfaq, Muhammad,Bahadori, Mehrnaz,Behjatmanesh-Ardakani, Reza,Fallah-Mehrjardi, Mehdi,Kargar, Hadi,Moghadam, Majid,Munawar, Khurram Shahzad,Tahir, Muhammad Nawaz
, (2021/12/27)
Two new palladium(II) and nickel(II) Schiff base complexes are prepared through the reaction of Pd(OAc)2 and Ni(OAc)2·4H2O with a tetradentate ONNO Schiff base, derived by condensing 4,5-dimethyl-1,2-phenylenediamine and 4-methoxysalicylaldehyde. The elemental analysis (CHN) and other spectroscopic techniques such as FT-IR and 1H NMR were used to characterize the synthesized ligand and its corresponding metal complexes. Moreover, the crystal structure of the Pd(II) complex was investigated by the single crystal X-ray diffraction analysis. The diffraction analysis explores a slightly distorted square planar geometry of the PdL complex due to the coordination with deprotonated phenolic O-atoms and N-atoms from azomethine chromophore. The DFT-based theoretical calculations which employed the B3LYP/Def2-TZVP level of theory explore that the theoretical results corresponded to the actual data obtained via spectroscopic characterization.
Pd-Catalysed Suzuki-Miyaura cross-coupling of aryl chlorides at low catalyst loadings in water for the synthesis of industrially important fungicides
Goetz, Roland,Hashmi, A. Stephen K.,Orecchia, Patrizio,Petkova, Desislava Slavcheva,Rominger, Frank,Schaub, Thomas
supporting information, p. 8169 - 8180 (2021/11/01)
The Suzuki-Miyaura coupling reaction of electron-poor aryl chlorides in the synthesis of crop protection-relevant active ingredients in water is disclosed. Optimisation of the reaction conditions allowed running the reaction with 50 ppm of Pd-catalyst loading without an additional organic solvent in the cross-coupling reaction step in short reaction times. The system was optimised for the initial cross-coupling step of the large scale produced fungicides Boscalid, Fluxapyroxad and Bixafen up to 97% yield. It is also shown that the Suzuki-Miyaura reaction can be easily scaled up to 50 g using a simple product separation and purification using environmentally benign solvents in the work-up. To show the usability of this method, it was additionally applied in the three-step synthesis of the desired active ingredients.
NiFe2O4@SiO2@ZrO2/SO42-/Cu/Co nanoparticles: A novel, efficient, magnetically recyclable and bimetallic catalyst for Pd-free Suzuki, Heck and C-N cross-coupling reactions in aqueous media
Alavi G., Seyyedeh Ameneh,Nasseri, Mohammad Ali,Kazemnejadi, Milad,Allahresani, Ali,Hussainzadeh, Mahdi
, p. 7741 - 7757 (2021/05/13)
The novel heterogeneous bimetallic nanoparticles of Cu-Co were synthesized based on magnetic nanoparticles, and the magnetic nanocatalyst was characterized by XRD, FE-SEM, EDX mapping, BET, TEM, HRTEM, FTIR, TGA, and VSM. This catalyst was successfully applied as a recyclable magnetically catalyst in Heck, Suzuki, and C-N cross-coupling reactions with various aryl halides (iodides, bromides, and chlorides as challengeable substrates), with olefins, phenylboronic acid, and amines, respectively. We considered the rise of synergetic effects from the different Lewis acid and Br?nsted acid sites present in the catalyst. The catalyst was synthesized with cheap, available materials and a simple synthesis method. The catalyst can be separated easily using an external magnet. It was recycled for more than ten runs without a sensible loss of its catalytic activity, and no significant leaching of the Cu and Co quantity was observed. The significant benefits of the method are high-level generality, simple operation, and there are no heavy metals and toxic solvents. This is a quick, easy, efficacious and environmentally friendly protocol, and no by-products are formed in the reaction. These features make it an appropriate practical alternative protocol. In comparison with recent works, the other advantage of this catalyst is the synthesis of a wide variety of C-C and C-N bond derivatives (more than 40 derivatives). The other significant advantage is the low temperature of the reaction and the use of the least possible amount of the catalyst (0.003 g). The efficiency was good to excellent and the catalyst selectivity has been high. We aspire that our study inspires more interest to design novel catalysts based on using low-cost metal ions (such as cobalt and copper) in the cross-coupling reactions. This journal is
