137280-43-4Relevant academic research and scientific papers
Hammett Correlations in the Photosensitized Oxidation of 4-Substituted Thioanisoles
Bonesi, Sergio M.,Fagnoni, Maurizio,Albini, Angelo
, p. 928 - 935 (2007/10/03)
Singlet oxygen is quenched by a series of 4-substituted thioanisoles (methoxy to nitro), with rate constant kt = 7 × 104 to 7 × 106 M-1 s-1, close to the value observed for the myoglobin-catalyzed sulfoxidation of the same sulfides. Correlations with σ (ρ = -1.97) and with Eox (slope -3.9 V-1) are evidence for an electrophilic mechanism. In methanol sulfoxides are formed (85%) via an intermediate quenched by diphenyl sulfoxide; competing minor paths lead to arylthiols, arylsulfenic acid, and aryl sulfoxides. In aprotic solvents, the sulfoxidation is quite sluggish, but carboxylic acids (mostly ≤0.1 M) enhance the rate by a factor of > 100. The protonated persulfoxide is formed in this case and acts as an electrophile with sulfides, again with a rate constant correlating with σ (ρ = -1.78).
NMR of Terminal Oxygen, 6 - 17O NMR of the S-O 'Double Bond': Derivatives of Arylsulphinic and Arylsulphonic Acids
Dahn, Hans,Toan, Vien Van,Ung-Truong, My-Ngoc
, p. 897 - 903 (2007/10/02)
The 17O NMR spectra of terminal oxygen atoms in esters, anions and amides of substituted arenesulphinic acids and in esters and amides of substituted arenesulphonic acids were measured.The signals of the terminal O appear close to those of the bridge O.Co
