29002-54-8Relevant academic research and scientific papers
Electrochemical oxidation of organic compounds in fluorosulfonic acid. XIII. Oxidative reaction of aromatic compounds in acidic systems based on FSO3H and CF3COOH
Rudenko,Pragst
, p. 1589 - 1626 (2007/10/03)
Basing on the common scale of electrochemical potentials for superacids and acetonitrile, on diagnostic criteria of structural changes in depolarizers at their one-electron oxidation in superacids, and also on identification of conjugate chemical reactions data are presented on the structure, reactivity and pathways of kinetically retarded transformations of cationic intermediates into transition and final oxidation products of aromatic compounds generated in acidic media of wide range of acidity function H0 -22÷-3.
Oxidation of Aromatic Compounds. II. Oxidation of Methyl Derivatives of Benzoic Acid and Acetophenone in the System HSO3F-PbO2
Rudenko, A. P.,Korovina, N. S.
, p. 1084 - 1088 (2007/10/03)
Low-temperature oxidation of methyl derivatives of benzoic acid and acetophenone in the system HSO3F-PbO2 proceeds with intermediate formation of radical cations and results in replacement of hydrogen atom in methyl group or benzene ring.The reaction allows preparation of various substituted derivatives of benzyl alcohols and alkylated phthalides.
Attempts at Direct Detection of Reactive Species in Selective Excitation of the Contact Charge Transfer Pairs of Hexamethylbenzene and Oxygen
Komatsu, Toshiki,Tsuchiya, Masahiro,Furusawa, Gen-ichi,Kuriyama, Yasunao,Sakugari, Hirochika,et al.
, p. 277 - 281 (2007/10/02)
Pulsed laser excitation of contact charge transfer pairs of hexamethylbenzene (HMB) and oxygen in methanol-acetonitrile gave no evidence for intermediacy of reactive species such as HMB radical cations and penthamethylbenzyl cations (ArCH2+), though stationary irradiation of the pair in hydroxylic solvents afforded distinct products arising from the cationic species.The mechanism of reactions was discussed in comparison with 9,10-dicyanoanthracene-sensitized oxygenation of HMB.
THE ESR SPECTRA, STRUCTURE, AND REACTIVITY OF AROMATIC RADICAL-CATIONS IN SUPERACIDS
Rudenko, A. P.
, p. 1946 - 1980 (2007/10/03)
The oxidation of aromatic compounds by lead dioxide in superacids based on fluorosulfonic acid at -75 deg C takes place by a one-electron mechanism and leads in many cases to relatively stable radical-cations.The ESR spectra, the isotropic hyperfine coupling constants, data on the reactivity of the radical-cations, and the structures of the final products from their transformations under "long-life" conditions are presented.
Photooxidation of Methylbenzenes and Methylnaphthalenes Sensitized by Cyanoanthracenes
Albini, Angelo,Spreti, Silvia
, p. 1286 - 1292 (2007/10/02)
9-Cyanoanthracene, 9,10-dicyanoanthracene and 3,7,9,10-tetracyanoanthracene photosensitize the oxidation in acetonitrile of toluene, durene, hexamethylbenzene, 1-methyl- and 2-methylnaphthalene to the corresponding aldehydes, with low yield of the alcohols and, in the case of hexamethylbenzene, of tetramethylphthalide.In benzene, only hexamethylbenzene reacts through a different pathway involving singlet oxygen.Comparison with fluorescence quenching data and experiments in the presence of good donors, halides or radical traps, as well as the effect of solvents and of oxy gen concentration show that the reaction involves electron transfer from the methylaromatic to the singlet excited state of the sensitizer, followed by proton transfer to CA or O2 yielding benzyl radicals, which react with oxygen or can be trapped. - Keywords: Photooxidation, Methylbenzenes, Methylnaphthalenes, Cyanoanthracenes
