133301-14-1Relevant academic research and scientific papers
Unexpected Single Electron Transfer Catalysed Cyclisation of Prenyl Sulphone Dimer. Evidence for Radical Anion Coupling in the Outer-sphere Oxidation of Prenyl Sulphone Carbanion
Amatore, Christian,Thiebault, Andre,Verpeaux, Jean-Noel
, p. 1543 - 1545 (1989)
Preparative electrochemical oxidation of metallated phenyl prenyl sulphone leads to a previously unknown cyclic dimer, the formation of which has been rationalized, providing strong evidence for a radical-anion coupling mechanism in outer-sphere oxidative
α-bENZENESULFONYL FREE RADICALS
Julia, M.,Rolando, C.,Verpeaux, J.N.
, p. 4319 - 4320 (1982)
Allylic α-halosulfones give, on reduction with tri n-butyl tin hydride, sizeable amounts of dimers.It so appears that free radicals can indeed be formed α to an arenesulfonyl group and coupling can occur during tin hydride reduction of halides
Coupling between radical and anion in the outersphere oxidation of α-sulfonyl carbanions. Its role on the product distribution between dimeric olefins and disulfone
Amatore,El Moustafid,Rolando,Thiebault,Verpeaux
, p. 777 - 789 (2007/10/02)
The electrochemical oxidation of α-sulfonyl carbanions is shown to involve a coupling reaction between the electrogenerated radical and the parent anionic species, both on preparative and kinetic grounds. Two routes compete for the further evolution of the ensuing anion radical: (i) a two step desulfonylation leading to the dimeric olefin, the product of an overall catalytic process, (ii) or further oxidation leading to the dimeric disulfone. Relevance of this mechanism to transition metal oxidations of α-sulfonyl carbanions is examined.
DIMERISATION OXIDANTE D'ANIONS DE SULFONES
Julia, M.,Thuillier, G. Le,Rolando, Ch.,Saussine, L.
, p. 2453 - 2456 (2007/10/02)
Cupric salts, particularly triflates, convert α-sulphonyl carbanions into α-disulphones.Allylphenylsulphones couple preferentially in the 3-3 'mode.
