1782-89-4Relevant articles and documents
Novel episulfone substitution and ring-opening reactions via α-sulfonyl carbanion intermediates
Simpkins, Nigel S.
, p. 197 - 211 (1997)
Three-membered cyclic sulfones undergo substitution on treatment with base-electrophile mixtures, such as LDA-Me3SiCl and tBu-P4-phosphazene base-PhCHO, to give either substituted episulfones or the corresponding alkenes following loss of SO2-In the absence of Me3SiCl, reaction of episulfones with LDA results in ring-opening to give alkenyl sulfinate intermediates, which can be alkylated to give (E)-alkenyl sulfone products in stereoselective fashion.
Observed and calculated 1Hand 13C chemical shifts induced by the in situ oxidation ofmodel sulfides to sulfoxides and sulfones
Dracinsky, Martin,Pohl, Radek,Slavetinska, Lenka,Budesinsky, Milos
experimental part, p. 718 - 726 (2011/05/15)
A series of model sulfides was oxidized in the NMR sample tube to sulfoxides and sulfones by the stepwise addition of meta-chloroperbenzoic acid in deuterochloroform. Various methods of quantum chemical calculations have been tested to reproduce the observed 1H and 13C chemical shifts of the starting sulfides and their oxidation products. It has been shown that the determination of the energy-minimized conformation is a very important condition for obtaining realistic data in the subsequent calculation of the NMR chemical shifts. The correlation between calculated and observed chemical shifts is very good for carbon atoms (even for the 'cheap' DFT B3LYP/6-31G* method) and somewhat less satisfactory for hydrogen atoms. The calculated chemical shifts induced by oxidation (the δd values) agree even better with the experimental values and can also be used to determine the oxidation state of the sulfur atom (-S-, -SO-, -SO2 -). Copyright
Efficient synthesis of episulfones and of SO2 with any variation of oxygen isotopes using HOF·CH3CN
Harel, Tal,Amir, Elizabeta,Rozen, Shlomo
, p. 1213 - 1216 (2007/10/03)
Episulfones are quite unstable and difficult to make compounds. HOF·CH3CN, a powerful oxygen transfer agent operating under very mild conditions, was successfully employed in converting episulfides to episulfones. Unlike other oxidizing agents,