Interchange reactions of aromatic thiosulfinates

Article abstract of DOI:10.1080/10426500108040257

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.

Full text of DOI:10.1080/10426500108040257

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Phosphorus, Sulfur, and Silicon
and the Related Elements
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INTERCHANGE REACTIONS OF
AROMATIC THIOSULFINATES
a
a
Jean-Marc Poudrel & Edward R. Cole
a
Department of Chemistry , Macquarie University ,
Sydney, NSW, 2109, Australia
Published online: 04 Oct 2006.
To cite this article: Jean-Marc Poudrel & Edward R. Cole (2001) INTERCHANGE
REACTIONS OF AROMATIC THIOSULFINATES, Phosphorus, Sulfur, and Silicon and the
Related Elements, 175:1, 79-86, DOI: 10.1080/10426500108040257
To link to this article: http://dx.doi.org/10.1080/10426500108040257
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