107-61-9Relevant articles and documents
Selective oxidation of sulfides to sulfoxides catalyzed by ruthenium (III) meso-tetraphenylporphyrin chloride in the presence of molecular oxygen
Zhou, Xian-Tai,Ji, Hong-Bing,Cheng, Zhao,Xu, Jian-Chang,Pei, Li-Xia,Wang, Le-Fu
, p. 4650 - 4653 (2007)
Highly efficient selective oxidation of sulfides to sulfoxides by molecular oxygen catalyzed by ruthenium (III) meso-tetraphenylporphyrin chloride (Ru(TPP)Cl) with isobutyraldehyde as oxygen acceptor has been reported. In large-scale experiment of thioanisole oxidation, the isolated yield of sulfoxide of 92% was obtained and the turnover number reached up to 92,000.
Chemoselective catalytic oxidation of sulfides to sulfones with tetrapropylammonium perruthenate (TPAP)
Guertin,Kende
, p. 5369 - 5372 (1993)
Tetrapropylammonium perruthenate has been found to be an efficient catalyst for the conversion of sulfides to sulfones. The method is highly chemoselective and isolated double bonds are generally unaffected.
-
Szarek et al.
, p. 2041,2042 (1974)
-
Study on the Kinetics and Transformation Products of Sulfur Mustard Sulfoxide and Sulfur Mustard Sulfone in Various Reaction Media
Popiel, Stanis?aw,Nawa?a, Jakub,Dziedzic, Daniel,Gordon, Diana,Dawidziuk, Barbara
, p. 75 - 89 (2018)
Considering postulates of the Chemical Weapons Convention, this article is an attempt to improve the decontamination methods of mustard gas (HD) and studying its products of decontamination. It is widely known that mustard gas sulfoxide (HDO; O═S(CH2CH2Cl)2) and sulfone (HDO2; O2═S(CH2CH2Cl)2) undergo further transformations to another compounds, but so far kinetics of these processes have not yet been investigated neither carefully nor thoroughly. This study is focused on determination of kinetics and mechanisms of transformation of HD oxidation products. The primary objective of this study is to assess the impact of selected factors on the kinetics of the HCl elimination reaction and to determine the conditions in which cyclization reactions of divinyl sulfoxide and sulfone proceed. The HDO and HDO2 decay kinetics were monitored in an aqueous solution of the desired pH. The rate of HCl elimination from HDO and HDO2 is strongly dependent on pH. For example, with pH increasing from 9 to 12 the rate of HCl elimination from HDO increased over 1200 times. In solutions of pH 9, HDO loses hydrogen chloride at approximately 100 times slower compared to HDO2, and the difference is reduced with increasing pH. In pH 12 solutions, the rate of hydrogen chloride loss from HDO2 is only 20 times higher than the HCl loss from HDO. Divinyl sulfoxide and sulfone undergo a further transformation in a strongly alkaline environment, leading to cyclization and formation of 1,4-thioxane sulfoxide and sulfone, respectively. Elimination of HCl from HDO and HDO2 goes with a rapidly increasing rate with increasing pH if alkalinity of the reaction medium is relatively very high (the range of pH 9–12). Furthermore, the conversion of divinyl sulfone and sulfoxide to sulfoxide and sulfone thioxane, respectively, occurs at a measurable rate when the pH of the solution is in the range of 12–14.
-
Welti,Whittaker
, p. 3955,3958 (1962)
-
Synthesis, Characterization and Catalytic Activity of a Tungsten(VI) Amino Triphenolate Complex
Badetti, Elena,Bonetto, Alessandro,Romano, Francesco,Marchiò, Luciano,Zonta, Cristiano,Licini, Giulia
, p. 2313 - 2318 (2017/08/22)
Abstract: Synthesis, characterization and catalytic activity of a novel tungsten(VI) amino triphenolate complex have been investigated. In particular, a tungsten(VI) amino triphenolate complex has been synthesized and tested in the oxidation of sulfides and cyclooctene, using hydrogen peroxide as terminal oxidant. The catalyst has proved to be air and water tolerant, also showing a good efficiency in terms of yields and selectivity. Moreover, an upgrade of our previous ligand synthesis is herein reported. The new developed procedure allows to obtain the triphenolamine in large scale without the use of chromatography for the intermediates purification. Graphical Abstract: [Figure not available: see fulltext.].
Sulfoxidation with hydrogen peroxide catalyzed by [SeO 4{WO(O2)2}2]2-
Kamata, Keigo,Hirano, Tomohisa,Ishimoto, Ryo,Mizuno, Noritaka
experimental part, p. 5509 - 5518 (2010/08/04)
The selenium-containing dinuclear peroxotungstate, [(n-C4H 9)4N]2[SeO4{WO(O2) 2}2] (I), acts as a homogeneous catalyst for the selective oxidation of various kinds of cyclic mono- and disulfides with 30% aqueous H2O2. The cyclic disulfides were selectively oxidized to the corresponding monosulfoxides with one equivalent of H2O 2 with respect to the sulfides. In the presence of two equivalents of H2O2, the oxidation of dibenzothiophene gave the corresponding sulfone in 98% yield under the mild conditions. The negative Hammett ρ value (-0.62) for the competitive oxidation of p-substituted thioanisoles and the low XSO (XSO = (nucleophilic oxidation)/(total oxidation)) value of 0.14 for the I-catalyzed oxidation of thianthrene 5-oxide (SSO) revealed that I is a strong electrophilic oxidant. The reactivities of the di- and tetranuclear peroxotungstates with XO 4n- ligands (X = Se(vi), As(v), P(v), S(vi), and Si(iv)) were strongly dependent on the kinds of hetero atoms. The reaction rates for the sulfoxidation decreased with an increase in the XSO values and a peroxotungstate with a stronger electrophilicity was more active for the sulfoxidation. The kinetic and mechanistic investigations showed that the electrophilic attack of the peroxo oxygen at the sulfur atom is a key step in the sulfoxidation. The computational investigation supported the high chemoselectivitiy for the sulfoxidation of diallyl sulfide.
