10519-06-9Relevant academic research and scientific papers
Microwave-assisted alkylation of phenols by quaternary onium salts
Blint, Erika,Greiner, Istvan,Keglevich, Gyrgy
, p. 22 - 27 (2011)
The alkylation of cresol and its analogues was accomplished by quaternary onium salts under solventless and microwave(MW) conditions using Cs 2CO3 as the base. The beneficial energy absorbing ability of the onium saltscould be clearly observed under MW conditions as compared to the thermal experiments and was relevant in the range of 110-125 °C.
An efficient method for the preparation of dialkoxymethanes from dichloromethane with alcohols catalyzed by a Cu-NHC complex
Zhan, Lewu,Pan, Renming,Xing, Ping,Jiang, Biao
, p. 4036 - 4038 (2016)
A facile, rapid and efficient method for the preparation of dialkoxymethanes from dichloromethane with alcohols catalyzed by a Cu-NHC complex is reported. A variety of symmetrical dialkoxymethanes can be prepared under mild condition in excellent yields (up to 98%). The unsymmetrical ether is also obtained in 89% yield from the etherification of p-tolylmethanol and n-butyl chloride catalyzed by ICyCuCl complex at 80?°C. The reaction provides a new method for the preparation of dialkoxymethanes under mild conditions in excellent yields.
Alkoxylation reactions of aryl halides catalyzed by magnetic copper ferrite
Yang, Shuliang,Xie, Wenbing,Zhou, Hua,Wu, Cunqi,Yang, Yanqin,Niu, Jiajia,Yang, Wei,Xu, Jingwei
, p. 3415 - 3418 (2013)
Copper ferrite (CuFe2O4), which is easy-made, air-stable, low cost, easy separable, and regenerable, was applied as catalyst in an efficient method for C-O coupling reactions between various kinds of unactivated alkyl alcohols and aryl halides. This method only adopts 2.5% mol CuFe2O4 catalyst and selectively proceeds to C-O bond formation even sensitive substituents exist in the system.
Preparation of zirconium (benzyldiethylammoniomethylphosphonate chloride) and PTC reactions
Fu,Wen
, p. 2435 - 2442 (1995)
Zirconium (benzyldiethylammoniomethylphosphonate chloride)phosphate Zr(HPO4)2-x (O2PCH2N+Et2CH2ph·Cl-)x·H2O, (0.25 x 0.75, ZBEPC-ZP) were prepared for the first time and characterized by IR and elemental analyses. ZBEPC-ZP catalyzed some typical PTC reactions in L/S/L phases were carried out to give good results. ZBEPC-ZP can be easily separated from the reaction mixture and recovered about 70-100%, and can be reused and did not show any change in activity after 10 cycles.
Conversion of tertiary amines to formamides in presence of dichlorocarbene and phenoxide ion
Yonovich, Minda,Sasson, Yoel
, p. 1875 - 1876 (1980)
Tertiary amines were found to be a convenient alkyl source for O-alkylation of substituted phenol, in presence of dichlorocarbene in a two-phase system.
MCM-41-immobilized 1,10-phenanthroline-copper(i) complex: A highly efficient and recyclable catalyst for the coupling of aryl iodides with aliphatic alcohols
Lin, Yang,Cai, Mingzhong,Fang, Zhiqiang,Zhao, Hong
, p. 85186 - 85193 (2016/10/12)
A heterogeneous C-O coupling reaction between aryl iodides and aliphatic alcohols was achieved in neat alcohol or toluene at 110 °C in the presence of 10 mol% of the MCM-41-immobilized 1,10-phenanthroline-copper(i) complex [MCM-41-1,10-phen-CuI] with Cs2CO3 as a base, yielding a variety of aryl alkyl ethers in good to excellent yields. The new heterogeneous copper catalyst can easily be prepared by a simple procedure from commercially available and inexpensive reagents, and recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of activity.
Unsymmetrical polymeric ladderphanes by sequential polymerization: A new approach for the template synthesis of polymers with well-defined chain length and narrow polydispersity
Ke, Yuan-Zhen,Lee, Shern-Long,Chen, Chun-Hsien,Luh, Tien-Yau
supporting information; experimental part, p. 1748 - 1751 (2012/01/19)
Nothing ROMP with that: Unsymmetrical double-stranded ladderphanes are obtained by sequential ring-opening metathesis polymerization and Glaser oxidation of norbornene appended with bisalkyne moieties. Hydrolysis of these ladderphanes gives substituted poly(m-phenylene butadiynylene)s with narrow polymer dispersity index (PDI) and well-controlled degree of polymerization.
A general and efficient catalyst for palladium-catalyzed C-O coupling reactions of aryl halides with primary alcohols
Gowrisankar, Saravanan,Sergeev, Alexey G.,Anbarasan, Pazhamalai,Spannenberg, Anke,Neumann, Helfried,Beller, Matthias
supporting information; experimental part, p. 11592 - 11598 (2010/10/02)
An efficient procedure for palladium-catalyzed coupling reactions of (hetero)aryl bromides and chlorides with primary aliphatic alcohols has been developed. Key to the success is the synthesis and exploitation of the novel bulky di-1-adamantyl-substituted bipyrazolylphosphine ligand L6. Reaction of aryl halides including activated, nonactivated, and (hetero)aryl bromides as well as aryl chlorides with primary alcohols gave the corresponding alkyl aryl ethers in high yield. Noteworthy, functionalizations of primary alcohols in the presence of secondary and tertiary alcohols proceed with excellent regioselectivity.
Copper-catalyzed etherification of aryl iodides using KF/Al 2O3: An improved protocol
Hosseinzadeh, Rahman,Tajbakhsh, Mahmood,Mohadjerani, Maryam,Alikarami, Mohammad
, p. 1101 - 1104 (2007/10/03)
A simple and efficient method for the coupling of aryl iodides with aliphatic alcohols and phenols that does not require the use of alkoxide bases is described. This C-O bond forming procedure shows that the combination of air stable CuI and 1,10-phenanthroline in the presence of KF/Al2O 3 comprises an extremely efficient and general catalyst system for the etherification of aryl iodides. Different functionalized aryl iodides were coupled with alcohols and phenols using this method.
Zinc-catalyzed Williamson ether synthesis in the absence of base
Paul, Satya,Gupta, Monika
, p. 8825 - 8829 (2007/10/03)
A zinc-catalyzed Williamson ether synthesis is described with microwave heating in the presence of DMF or stirring in an oil-bath using THF as solvent and in the absence of base. Zinc powder was found to be a highly efficient catalyst for the synthesis of aromatic ethers using microwave heating in the presence of N,N-dimethylformamide as well as under stirring in an oil-bath using tetrahydrofuran as solvent without any inorganic base. This method can be used for selective mono-, di- or tri-O-alkylations.
