53283-22-0Relevant academic research and scientific papers
Photochemical formation and reactivities of substituted oxathiiranes in low-temperature argon matrices
Reisenauer, Hans Peter,Mloston, Grzegorz,Romanski, Jaroslaw,Schreiner, Peter R.
scheme or table, p. 6269 - 6275 (2011/12/02)
Thiocarbonyl S-oxides (sulfines) derived from aliphatic and cycloaliphatic thioketones were irradiated in argon matrices at 10 K, and the resulting oxathiiranes were identified by comparison of computed and experimental IR spectra. Upon photolysis at 10 K, depending on the substitution pattern, the oxathiiranes underwent either H-shift reactions or regioselective ring enlargements to form the corresponding thioesters. After warming of the matrix material to 38-40 K, the oxathiiranes underwent fast desulfurization to yield the corresponding ketones. Density functional theory (DFT) computations at the B3LYP/6-311+G(3df,3pd) level suggest that the desulfurizations of oxathiiranes occurred as bimolecular processes with activation enthalpies near 0 kcal mol-1.
Oxathiirane
Schreiner, Peter R.,Reisenauer, Hans Peter,Romanski, Jaroslaw,Mloston, Grzegorz
supporting information; scheme or table, p. 7240 - 7241 (2010/08/13)
We describe the first preparation of the long-sought parent oxathiirane from sulfine through photochemical rearrangement with light at λ = 313 ± 10 nm in an Ar matrix at 11 K. Oxathiirane was characterized by the extraordinarily good agreement of experime
