1774-38-5Relevant articles and documents
NMR Study of Substituent Effects in 4-Substituted and 4,4'-Disubstituted Diphenyl Sulphoxides and Sulphones
Chandrasekaran, R.,Perumal, S.,Wilson, D. A.
, p. 360 - 367 (1989)
The proton and carbon NMR spectra of nine 4-X-diphenyl sulphoxides, seven 4-X-4'-NO2-diphenyl sulphoxides, eight 4,4'-X2-diphenyl sulphoxides, eight 4-X-diphenyl sulphones, seven 4-X-4'-NO2-diphenyl sulphones and eight 4,4'-X2-diphenyl sulphones have been obtained.Correlation of the 13C chemical shifts with the appropriate substituent chemical shifts (SCS) for monosubstituted benzenes (Lynch plots) does not show the enhancement of substituent effect at C-1 (para to the substituent) that was a feature of the corresponding sulphides studied earlier.Dual substituent parameter (DSP) correlations of the 13C chemical shifts with ?I/?R0 are excellent for carbons meta (C-2,6) and para (C-1) to the substituent.The trends for the series sulphides, sulphoxides, sulphones, where a decreasing response to the change of substituent is the general observation, are discussed.Changes of molecular conformation may also influence the transmission of electronic effects to the ring not carrying the variable substituent X. KEY WORDS 1H NMR 13C NMR Diphenyl sulpoxides Diphenyl sulphones Substituent effects
Thioether catalytic oxidation method for the synthesis of sulfoxide
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Paragraph 0036 - 0038, (2017/03/28)
The invention discloses a method for synthesizing sulfoxide from thioether through catalytic oxidation. According to the method, methanol is used as a solvent, hydrogen peroxide is used as an oxidizing agent, and an Au-silica catalyst is adopted, the thioether is selectively oxidized into the sulfoxide through liquid phase reaction at a temperature of 25-70 DEG C; the Au-silica catalyst is a bulk catalyst formed by Au and porous silicon dioxide, the Au content in the Au-silica catalyst is 2.5-6.0%. According to the invention, the hydrogen peroxide is used as an oxidizing agent, the conversion rate of the thioether is 86-100%, and the selectivity of the sulfoxide is 86-100%; the catalyst has excellent catalytic performance on catalytic oxidation reaction of the thioether, is simple to prepare and has good stability. Compared with the conventional production method, the method provided by the invention is gentle in reaction conditions, and has the advantages of environmental friendliness, low cost and high efficiency, thereby having a favorable industrial prospect.
Selective oxidation of sulfides to sulfoxides with cyanuric chloride and urea-hydrogen peroxide adduct
Jeon, Heung Bae,Kim, Kyoung Tae,Kim, Sang Hyun
, p. 3905 - 3908 (2014/07/08)
Although a number of methods have been developed for the selective oxidation of sulfides to sulfoxides, the need remains for alternative efficient, reliable strategies that can be generally applied to various sulfides and that use readily available reagents under mild reaction conditions. Herein, we report the use of urea-hydrogen peroxide adduct (UHP) and cyanuric chloride in CH 3CN at room temperature to convert sulfides to sulfoxides in excellent yields. In particular, this protocol produced sulfoxides with aromatic rings bearing electron-withdrawing groups in excellent yields.