The decomposition mechanism of alkylsulfenyl alkylsulfinyl thioanhydrides has been investigated. Although the product mixture is complex in most cases, a detailed decomposition study as well as a careful analysis of the products allows for a proposal for a general mechanism which is interesting and not simple. We find, however, that the decomposition process is consistent with that of related systems.
The isolation or detection of sulfenic sulfonic thioanhydrides
1 (e.g., 6), sulfenyl
vic-disulfoxides 4
(e.g., 9, 14), and sulfinic
thioanhydrides 5 (e.g., 20) has been
carried out by oxidative procedures at
various temperatures. The decomposition of these compounds has
been investigated and is shown
to be consistent with the mechanism proposed for the decomposition of
trisulfide monoxides.
The chemistry of di-ferf-butyl disulfide polyoxide derivatives has been investigated. Lowtemperature experiments permit the clear detection of oic-disulfoxides ( -disulfoxides). In addition, a proposal for a decomposition mechanism that accounts for the detection of one of the diastereoisomers and the formation of the final products has been advanced. The formation of di-ferf-butyl thiosulfonate was also shown to be solvent and concentration dependent. Finally, low-temperature experiments permit the detection of the sulfinyl sulfone and uzc-disulfone derivatives. A general mechanism has been proposed for the decomposition of these disulfide
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.