6966-89-8Relevant academic research and scientific papers
Method for the preparation of diphenyl ether compounds
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Paragraph 0026-0028, (2016/12/01)
The invention relates to a method for preparing a diphenyl ether compound. The method is characterized by comprising the following technical steps of: (1) adding a halogenated benzene derivative and a bis(pinacolato)diboron into a reaction vessel, adding copper chloride or aluminum chloride and 1,2-bi(diphenylphosphine) ethane as a catalyst, then adding alkaline and an organic solvent, and reacting at 25-160 DEG C for 6-24 hours; and (2) after extracting a reaction solution obtained from the step (1) by using ethyl acetate, purifying by a 200-300 meshes silica gel column, pre-eluting the silica gel column by using 20-50 mL of normal hexane, eluting by adopting an eluent at a flow speed of 1-2 mL/min for 3-6 hours, and removing the solvent to obtain the diphenyl ether compound. The method for preparing the diphenyl ether compound, disclosed by the invention, no only overcomes the disadvantage of the use of phenolic substances in a reaction process, but also has the advantages of mild reaction condition and high yield.
Iridium-catalyzed synthesis of diaryl ethers by means of chemoselective C-F bond activation and the formation of B-F bonds
Chen, Jianping,Zhao, Keyan,Ge, Bingyang,Xu, Chongying,Wang, Dawei,Ding, Yuqiang
supporting information, p. 468 - 473 (2015/02/05)
Transition-metal-catalyzed C-F activation, in comparison with C-H activation, is more difficult to achieve and therefore less fully understood, mainly because carbon-fluorine bonds are the strongest known single bonds to carbon and have been very difficult to cleave. Transition-metal complexes are often more effective at cleaving stronger bonds, such as C(sp2)-X versus C(sp2)-X. Here, the iridium-catalyzed C-F activation of fluorarenes was achieved through the use of bis(pinacolato)diboron with the formation of the B-F bond and self-coupling. This strategy provides a convenient method with which to convert fluoride aromatic compounds into symmetrical diaryl ether compounds. Moreover, the chemoselective products of the C-F bond cleavage were obtained at high yields with the C-Br and C-Cl bonds remaining.
A convergent route to poly(phenyl ketone ether) dendrons
Lister,Moratti
, p. 10208 - 10214 (2007/10/03)
A series of poly(phenyl ketone) dendrons have been constructed using a convergent strategy. An aryl fluoro-substituent is deactivated towards nucleophilic substitution by protection of a para-ketone as an acetal. This allows coupling to an activated aryl
Ether Synthesis from Activated Aromatic Halides and Alkali-metal Carbonates
Fukawa, Isaburo,Tanabe, Tsuneaki,Dozono, Tetsuro
, p. 377 - 382 (2007/10/02)
Aromatic halides activated by an electron-withdrawing group at the ortho or para position has been found to react with alkali-metal carbonates or hydrogencarbonates at elevated temperatures to form ethers.The ether yield is markedly enhanced by catalysts such as silica and aluminium silicate.The rate of the etherification is dependent on the kind of activating groups 2Y-Ar-X + M2CO3 -> Y-Ar-O-Ar-Y + 2MX + CO2 (Y = NO2 > CN > ArSO2 > ArCO), halides (X = F > Cl ca.= Br ca.= I) and alkali metals (M = K > Na > Li).Cuprous and cupric compounds act as cocatalysts with silica and further promote the reaction.The reaction of p-chlorobenzophen one with potassium carbonate or sodium carbonate to bis(4-benzoylphenyl) ether in the presence of silica or silica-cuprous oxide catalyst was investigated in detail and the reaction mechanism is proposed.The silyl ether formed from an aromatic halide and the silanol group on the surface of silica is presumed to be the intermediate of the etherification.
Polimerisation and Related Reactions involving Nucleophilic Aromatic Substitution. Part 2. The Rates of Reaction of Substituted 4-Halogenobenzophenones with the Salts of Substituted Hydroquinones
Lovering, Jonathan R.,Ridd, John H.,Parker, David G.,Rose, John B.
, p. 1735 - 1738 (2007/10/02)
4-X-4'-fluorobenzophenones undergo the expected nucleophilic substitution reactions with the alkali metal salts of 4-Y-4'-hydroxydiphenyl ethers at 140 deg C in diphenyl sulphone as solvent: the Hammett ρ value is 1.02 for the X substituents and -0.34 for the Y substituents.The order of reactivity of the alkali metal salts is Cs > K > Na.The related reaction of fluorobenzophenone with potassium 4-Z-phenolates under the same conditions gives a ρ value of -2.28.This result has been used to calculate the corresponding rate coefficients for the reaction of the mono- and di-potassium salts of hydroquinone with fluorobenzophenone.
A novel aromatic polyether and a process for producing a polyether
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, (2008/06/13)
There are disclosed a process for producing an aromatic (poly)etherketone and an aromatic (poly)ether-sulfone having an ether group represented by the formula -Y-Ar-O-Ar-Y- which process comprises reacting an aromatic halogen compound having at least one active halogen group represented by the formula -Y-Ar-X, where Y denotes a ketone group or a sulfone group; Ar denotes a phenylene group or a nuclear-substituted product thereof; and X denotes a halogen atom which is bonded at the ortho- or para-position relative to Y, with a specified salt of an alkali metal, and an aromatic polyetherketone which has a repeating unit represented by the formula (I) and which has a crystalline melting point not lower than 390°C and an intrinsic viscosity of 0.7 to 2.0 dl/g (sulfuric acid at 25°C).
