91967-71-4Relevant academic research and scientific papers
Sulfated tungstate as hydroxyl group activator for preparation of benzyl, including p-methoxybenzyl ethers of alcohols and phenols
Katkar, Kamlesh V.,Veer, Sachin D.,Akamanchi, Krishnacharya G.
supporting information, p. 1893 - 1901 (2016/11/25)
Sulfated tungstate was found to be an effective heterogeneous and reusable catalyst for hydroxy group activation–mediated preparation of benzylic ethers including p-methoxybenzylic ethers of a wide range of alcohols and phenols under mild reaction conditions.
Novel gallium and indium salts of the 12-tungstophosphoric acid: Synthesis, characterization and catalytic properties
Filek, Urszula,Mucha, Dariusz,Hunger, Michael,Sulikowski, Bogdan
, p. 19 - 22 (2013/03/13)
The objective of this study was the preparation, characterization and testing of the catalytic properties of the GaPW12O40 and InPW12O40 salts of 12-tungstophosphoric heteropolyacid (HPW). The samples were characterized by XRD, IR, SEM, and 31P and 1H MAS NMR spectroscopy. The acid properties of the solids were directly accounted for by applying 1H MAS NMR. The salts were screened in the etherification of 1-phenylethanol with C1-C 4 alkanols in dichloromethane as a solvent to yield the corresponding C6H5CH(OR)CH3 unsymmetrical ethers. In comparison with pure HPW, the new salts revealed generally a higher selectivity of ethers formation at 65 °C.
Catalytic hydroalkoxylation of alkenes by iron(III) catalyst
Ke, Fang,Li, Zhengkai,Xiang, Haifeng,Zhou, Xiangge
supporting information; experimental part, p. 318 - 320 (2011/02/26)
Catalytic hydroalkoxylation of alkenes by iron(III) chloride in the presence of toluenesulfonic acid (TsOH) was developed in moderate to good yields up to 91%. Intramolecular cyclization of 5-hydroxyl pentene afforded 2-methyltetrahedronfuran in 63% yield.
Palladium-catalyzed inter- and intramolecular hydroamination of styrenes coupled with alcohol oxidation using N-fluorobenzenesulfonimide as the oxidant
Xu, Tao,Qiu, Shuifa,Liu, Guosheng
scheme or table, p. 46 - 49 (2011/02/17)
Palladium-catalyzed inter- and intramolecular hydroaminations of styrenes that are coupled to alcohol oxidation under oxidative condition are reported. The fluorination reagent NFSI is used as the nitrogen source as well as the oxidant. Bidental nitrogen
Efficient addition of alcohols, amines and phenol to unactivated alkenes by AuIII or PdII stabilized by CuCl2
Zhang, Xin,Corma, Avelino
, p. 397 - 403 (2008/09/17)
The nucleophilic addition of alcohols, amines and phenol to unactivated alkenes catalyzed by cationic gold and palladium becomes limited due to the fast reduction into metallic gold under reaction conditions. The presence of CuCl2 retards the reduction of AuIII and PdII, strongly increasing the turnover number of gold and palladium catalysts. It is shown that new AuIII-CuCl2 and PdII-CuCl 2 catalysts are active and selective for the nucleophilic addition of alcohols, amines and phenol to unactivated alkenes. This journal is The Royal Society of Chemistry.
Effective Au(III)-CuCl2-catalyzed addition of alcohols to alkenes
Zhang, Xin,Corma, Avelino
, p. 3080 - 3082 (2008/02/10)
Alkenes can be activated by Au(III) catalysts, and the effective addition of alcohols to alkenes can be carried out under mild conditions with Au(III), provided that catalytic amounts of CuCl2 are added, which significantly stabilize the cationic Au(III). The Royal Society of Chemistry.
Chemical equilibrium study in the reacting system of the (1-alkoxyethyl)benzene synthesis from alkanols and styrene
Verevkin, Sergey,Heintz, Andreas
, p. 984 - 990 (2007/10/03)
The chemical equilibrium of the reactive system alkanol + styrene ? (1-alkoxyethyl)benzene (where alkyl is methyl, ethyl, propyl, and butyl) was studied in the liquid phase at 343-423 K using a cation exchanger as the heterogeneous catalyst. Enthalpies of reactions of (1-alkoxyethyl)benzene synthesis in the liquid phase were obtained from the temperature dependence of equilibrium constants measured in the reactive mixtures with an excess of alkanol and indicated a good agreement with those reaction enthalpies derived from values of the enthalpies of formation (liquid) of the reactions participants measured for (1-methoxyethyl)benzene and (1-butoxyethyl)benzene by combustion calorimetry. Isopropylbenzene was a relevant structural pattern of strain in the (1-alkoxyethyl)benzenes studied. Its strain enthalpy was a reflection of the intrinsic strain of the molecule due to steric repulsions of methyl tertiary carbon atom. No additional group additivity parameters or correction terms were required for the group contribution correlation for enthalpies of formation (gas) of (1-alkoxyethyl)benzenes.
ENHANCED NUCLEOPHILE SELECTIVITY IN THE PHOTOADDITION TO STYRENE. COMPARISON WITH THE THERMAL ADDITION
Anderson, Steven W.,Yates, Keith
, p. 2412 - 2421 (2007/10/02)
The reactivity-selectivity properties of the sec-phenethyl carbenium ion and its analogues have been examined in binary-aqueous solutions of alcohols (ROH; R = Me, Et, CF3CH2, n-Bu, t-Bu, n-Pr, i-Pr), acetic acid, and in solutions containig external nucleophiles such as thiophenol, ethanethiol, acetate, and benzenesulfinate.Selectivity (S = k(Nuc)/k(H2O) is observed to be a function of the nucleophile, the ring substituent, thermal or photochemical conditions, irradiation time, and medium acidity.In the case of styrene, the photochemically generated (usually 254 nm, 1 h) species exhibits greater selectivity (up to two orders of magnitude) than its thermal counterpart, generated (usually 80 deg C, 2-4 d) in identical media, particularly in aqueous-rich solvent compositions.A rationale for these differences, supported by fluorescence quenching experiments, and the other effects upon selectivity will be discussed.
Sodium borohydride reduction of alkoxythallated compounds of olefins
Uemura, Sakae,Tabata, Akira,Okano, Masaya
, p. 517 - 518 (2007/10/12)
Alkaline NaBH4 reduction of alkoxythallated compounds of olefins gives a mixture of the parent olefins, alkyl ethers, and dialkylthallium compounds; hydrogen for replacement of thallium arises from the solvent and not from NaBH4.
