26974-28-7Relevant articles and documents
Interchange reactions of aromatic thiosulfinates
Poudrel, Jean-Marc,Cole, Edward R.
, p. 79 - 86 (2007/10/03)
Exchange reactions at ambient temperature in the dark between symmetrical aryl thiosulfinates Ar-S(O)-S-Ar are described. A polar mechanism involving a four-center transition state is proposed for the reaction, supported by the ease of fission of the S-S bond with the polarity introduced by the sulfinyl group. The thiosulfinate exchanges demonstrate a reaction common to a series of thioesters (disulfides/thiosulfinates) and their amides (sulfenamides/sulfinamides) differing in oxidation level of a sulfur atom but under conditions to be correlated with the type of functional group.