91911-07-8Relevant articles and documents
Radical Cation Cycloadditions Using Cleavable Redox Auxiliaries
Lin, Shishi,Lies, Shane D.,Gravatt, Christopher S.,Yoon, Tehshik P.
supporting information, p. 368 - 371 (2017/04/21)
The incorporation of an easily oxidized arylsulfide moiety facilitates the photocatalytic generation of alkene radical cations that undergo a variety of cycloaddition reactions with electron-rich reaction partners. The sulfide moiety can subsequently be reductively cleaved in a traceless fashion, affording products that are not otherwise directly accessible using photoredox catalysis. This approach constitutes a novel oxidative “redox auxiliary” strategy that offers a practical means to circumvent a fundamental thermodynamic limitation facing photoredox reactions.
A non-outer sphere mechanism for the ionization of aryl vinyl sulfides by triarylaminium salts
Bauld, Nathan L.,Aplin, J. Todd,Yueh, Wang,Loinaz, Ainhoa
, p. 11381 - 11389 (2007/10/03)
Evidence is presented that the formation of aryl vinyl sulfide cation radicals from the corresponding neutral precursors via reaction with tris(4- bromophenyl)aminium hexachloroantimonate in the context of a cation radical Diels-Alder addition to 1,3-cyclopentadiene does not occur via outer sphere electron transfer but by a mechanism involving strong covalent interaction between the aminium salt acting as an electrophile and the aryl vinyl sulfide substrate acting as a nucleophile.
Preparation and Trapping of Sulphenic Acids
Barrett, Anthony G.M.,Barton, Derek H.R.,Nagubandi, Sreemulu
, p. 237 - 239 (2007/10/02)
Benzene- and toluene-α-sulphenic acids have been prepared under mild conditions from 4-benzenesulphinyl- and 4-toluene-α-sulphinyl-4-methylpentan-2-one respectively.The acids were trapped with norbornadiene.
