4575-46-6Relevant articles and documents
Reductive activation of arenes: XV. Anionic products of m-tolynitrile reduction with sodium in liquid ammonia, and their alkylation
Vaganova,Starokon',Shteingarts
, p. 823 - 829 (2002)
From results of oxidation, protonation, and alkylation of the products arising in one- or two-electron reduction of m-tolunitrile with sodium in liquid ammonia followed a conclusion that these products are respectively anion-radical of the compound and 3-methyl-1-cyano-2,5-cyclohexadienyl anion. The reaction of both reduction products with alkyl halides gives rise to compounds of ipso-alkylation with respect to cyano group: the corresponding alkyltoluenes and 1-alkyl-3-methyl-1-cyclohexadienes. The ratio of these products depends on the structure of alkyl halide. The possibility to prepare selectively m-alkyltoluenes by reaction of the product of two-electron reduction of m-tolunitrile with alkyl halides was demonstrated.
Hydroconversion of Thiophene Derivatives over Dispersed Ni–Mo Sulfide Catalysts
Vutolkina,Makhmutov,Zanina,Maximov,Kopitsin,Glotov,Egazar’yants,Karakhanov
, p. 1227 - 1232 (2019/02/05)
Abstract: The activity of unsupported Ni–Mo sulfide catalysts is studied in the hydroconversion of benzothiophene and dibenzothiophenes in the temperature range of 340–380°С and at an increased H2 pressure and in the СО/H2О system. The structure of dispersed catalysts formed by the in situ high-temperature decomposition of oil-soluble precursors (molybdenum hexacarbonyl, nickel naphthenate) is investigated by TEM. Effects of СО/H2О molar ratio, water mass content in the system, and CO pressure on the activity of the catalysts and yields of the products are explored. It is shown that, in the СО/H2О system, the highest conversion of benzothiophene and dibenzothiophene is attained at a temperature of 380°С, a СО pressure of 5?MPa, and a СО/H2О molar ratio of 2. The introduction of alkyl substituents into a dibenzothiophene molecule causes a reduction in the rate of reaction that predominantly occurs via the hydrogenation of aromatic rings. The catalyst activities in hydrogenation under H2 pressure and in the СО/H2О system are comparable.
Sterically congested phosphonium borate acids as effective Br?nsted acid catalysts
Sinha, Arup,Jaiswal, Amit K.,Young, Rowan D.
, p. 36 - 43 (2016/12/06)
Phosphonium borate acids [HPPh2(C6F5)][B(C6F5)4] (2), [HPMes2(C6F5)][B(C6F5)4] (3) and [HPMes(C6F5)2][B(C6F5)4] (4) were synthesized via heterolytic dihydrogen cleavage in the presence of triisopropylsilylium and characterized by spectroscopic and crystallographic methods. Br?nsted acid catalysis using compounds 2–4 proved to be efficient for a number of challenging reactions (namely ionic hydrogenation, hydroamination and hydroarylation), owing to the restrained nucleophilicity of the sterically hindered conjugate bases. Reactivity of compounds 2–4 suggests that their pKavalues are similar to that of diethyl oxonium acid.
