40490-41-3Relevant academic research and scientific papers
Kinetics and Mechanism of the Methyltrioxorhenium-Catalyzed Sulfoxidation of Thioketones and Sulfines
Huang, Ruili,Espenson, James H.
, p. 6374 - 6376 (2007/10/03)
Kinetic studies have been carried out on the oxidation of thiobenzophenones and thiocamphor by hydrogen peroxide and on the second step in the sequence, oxidation of the resulting sulfines (Ar2C= S=O). The first reaction follows the pattern now common to methyltrioxorhenium/H2O2 reactions, in that the rate constant for the reaction between the peroxorhenium intermediate and the thioketone follows a Hammett correlation such that electron-releasing substrates react more rapidly. The reaction constant is p = -1.12. However, the plot of log(kX/kH) for the sulfines against 2σ, determined over the range -1.6 2 under these conditions rather than undergoing disproportionation to SO2 and S. Also, SO was trapped with a 1,3-diene as a thiophene-1-oxide.
