22692-73-5Relevant academic research and scientific papers
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
Preparation method of para-substituted aryl compound
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Paragraph 0526-0529, (2020/06/09)
The invention discloses a preparation method of a para-substituted aryl compound shown as a formula (I) which is described in the specfication. The preparation method is characterized by comprising the following step of: subjecting an aryl sulfonium salt shown as a formula (II) which is described in the specfication and boride to a coupling reaction in a solvent in an inert atmosphere under the action of alkali and a palladium catalyst to obtain the para-substituted aryl compound. According to the method, mono-substituted aromatic hydrocarbon is taken as a substrate, the aryl sulfonium salt isconstructed in situ, and the palladium catalyst catalyzes the aryl sulfonium salt constructed in situ to undergo the Suzuki-Miyaura coupling reaction, so a mono-substituted aromatic hydrocarbon para-arylation or alkenylation product is constructed quickly and efficiently. The method is mild in conditions, high in substrate universality and wide in tolerance of a heterocyclic coupling substrate.
Synthesis and characterization of a new zwitterionic palladium complex as an environmentally friendly catalyst for the Heck-Mizoroki coupling reaction in GVL
Bagherzadeh, Mojtaba,Mahmoudi, Hamed,Ataie, Saeed,Bahjati, Mohammad,Kia, Reza,Raithby, Paul R.,Vaccaro, Luigi
, (2019/06/05)
A new zwitterionic Palladium (II) complex has been synthesized by the one-pot mixing of Pd(OAc)2, 2-aminophenol and (3-formyl-4-hydroxy-5-methylbenzyl) triphenylphosphonium chloride, in refluxing ethanol. The metal complex formed was characterized by 1H NMR, 13C NMR, 31P NMR and X-ray crystallographic technique and its efficiency tested as a homogeneous pre-catalyst in Heck-Mizoroki cross coupling reaction using γ-Valerolactone (GVL) as a biomass-derived green medium. All the products were obtained in good to excellent yields.
TRIARYLAMINE DERIVATIVE AND ELECTROPHOTOGRAPHIC PHOTOSENSITIVE MEMBER
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Paragraph 0110; 0111; 0112; 0113; 0114, (2016/06/28)
A triarylamine derivative is represented by general formula (1) shown below. In general formula (1), R1, R2, and R3 each represent, independently of one another, a halogen atom, an optionally substituted alkyl group having a carbon number of at least 1 and no greater than 6, an optionally substituted alkoxy group having a carbon number of at least 1 and no greater than 6, or an optionally substituted aryl group having a carbon number of at least 6 and no greater than 12. In general formula (1), o, p, and q each represent, independently of one another, an integer of at least 0 and no greater than 4, and m and n each represent, independently of one another, an integer of at least 1 and no greater than 2.
Triphenylamine derivative, electrophotographic photosensitive member, and image forming apparatus
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Paragraph 0260; 0267; 0268, (2016/10/08)
A triarylamine derivative is represented by general formula (I). In general formula (I), R1 and R2 each represent, independently of one another, a chemical group selected from the group consisting of a halogen atom, an optionally substituted alkyl group having a carbon number of 1-6, an optionally substituted alkoxy group having a carbon number of 1-6, and an optionally substituted aryl group having a carbon number of 6-12. In general formula (I), k and l each represent an integer of at least 0 and no greater than 4. When k and l represent integers greater than 1, chemical groups R1 bonded to the same aromatic ring and chemical groups R2 bonded to the same aromatic ring may be the same or different to one another. In general formula (I), m and n each represent a different integer of at least 1 and no greater than 3.
N -Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis
Sherwood, James,Parker, Helen L.,Moonen, Kristof,Farmer, Thomas J.,Hunt, Andrew J.
, p. 3990 - 3996 (2016/07/21)
Dipolar aprotic solvents such as N-methylpyrrolidinone (or 1-methyl-2-pyrrolidone (NMP)) are under increasing pressure from environmental regulation. NMP is a known reproductive toxin and has been placed on the EU "Substances of Very High Concern" list. Accordingly there is an urgent need for non-toxic alternatives to the dipolar aprotic solvents. N-Butylpyrrolidinone, although structurally similar to NMP, is not mutagenic or reprotoxic, yet retains many of the characteristics of a dipolar aprotic solvent. This work introduces N-butylpyrrolidinone as a new solvent for cross-coupling reactions and other syntheses typically requiring a conventional dipolar aprotic solvent.
Immobilized Pd on (S)-methyl histidinate-modified multi-walled carbon nanotubes: A powerful and recyclable catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C cross-coupling reactions in green solvents and under mild conditions
Hajipour, Abdol R.,Khorsandi, Zahra
, p. 256 - 261 (2016/05/02)
A stable and powerful heterogeneous palladium catalyst was synthesized using immobilized palladium on (S)-methyl histidinate bonded onto the surface of multi-walled carbon nanotubes. The catalyst was characterized using a combination of Fourier transform infrared and X-ray photoelectron spectroscopies, transmission electron microscopy, X-ray powder diffraction and inductively coupled plasma, thermogravimetric and elemental analyses. This new air- and moisture-stable phosphine-free palladium catalyst was found to be highly active and reusable in Mizoroki-Heck and Suzuki-Miyaura cross-coupling reactions in poly(ethylene glycol) and aqueous ethanol as green solvents using an extremely small amount of palladium under mild conditions.
Iminophosphine palladium(II) complexes: Synthesis, characterization, and application in Heck cross-coupling reaction of aryl bromides
Yilmaz, Mustafa Kemal,Guezel, Bilgehan
, p. 529 - 536 (2014/07/07)
Palladium(II) complexes containing phosphorus and nitrogen donor atoms (iminophosphine), dichlorido{N-[2-(diphenylphosphino)benzylidene]-2- trifluoromethylaniline}palladium(II) 1, dichlorido{N-[2-(diphenylphosphino) benzylidene]-3-trifluoromethylaniline}palladium(II) 2, dichlorido{N-[2- (diphenylphosphino)benzylidene]-2-methylaniline}palladium(II) 3, dichlorido{N-[2-(diphenylphosphino)benzylidene]-3-methylaniline}palladium(II) 4 have been successfully synthesized and fully characterized by FT-IR and NMR (1H, 31P, 19F, and 13C) spectroscopy techniques. These complexes were first step tested in the reaction of bromobenzene and styrene to determine the optimal coupling reaction conditions and then successfully applied as catalysts for Heck cross-coupling reactions of activated and deactivated aryl bromides with styrene derivatives and several acrylates. Copyright
Substituent effect on the UV spectra of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2)
Chen, Guanfan,Cao, Chenzhong
scheme or table, p. 776 - 782 (2011/05/05)
Three parameters, θCCex, θ CCex(XY) and Vmax,parent, are developed to express the substituent effect and the effect of the parent molecular structure of p-disubstituted compounds XPh(CH=CHPh)nY (n=0, 1, 2). The investigated result shows a good correlation between the UV absorption wavenumbers (Vmax) and the three parameters for a diverse set of title compounds, and the correlation equation can be used to predict the UV absorption energy of compounds with the mentioned structure. This approach provides a new insight for the quantitative structure-property relationship (QSPR) correlation of the UV absorption energy of p-disubstituted homologues. Copyright
Arylation of styrenes with aryliron complexes [CpFe(CO)2Ar]
Yasuda, Shigeo,Yorimitsu, Hideki,Oshima, Koichiro
experimental part, p. 2634 - 2636 (2010/08/05)
Treatment of aryliron complexes [CpFe(CO)2Ar] with styrenes in boiling xylene affords the corresponding stilbenes. The aryliron complexes, which become active upon heating, serve as arylating agents in the reaction.
