Electron spin resonance studies. Part XXXVII. Oxidation of β-hydroxy-sulphides by the hydroxyl radical and structural features of sulphur-conjugated radicals

Autor:	R. O. C. Norman, B. C. Gilbert, J. P. Larkin
Rok vydání:	1973
Předmět:	chemistry.chemical_compound chemistry Radical ion Radical substitution law Radical Hydroxyl radical Radical disproportionation Photochemistry Beta scission Electron paramagnetic resonance Heterolysis law.invention
Zdroj:	J. Chem. Soc., Perkin Trans. 2. :272-277
ISSN:	1364-5471 0300-9580
DOI:	10.1039/p29730000272
Popis:	E.s.r. spectroscopy in conjunction with a rapid-flow system has been used to show that both carbon radicals and thiyl radicals mediate in the oxidation of some β-hydroxy-sulphides with the hydroxyl radical in aqueous solution; the carbon radicals are detected directly and the thiyl radicals by way of their adducts with a spin trap. It is suggested that both types of radical are formed following the abstraction of an electron from sulphur; thus, the sulphur radical cation can undergo loss of a proton from an adjacent carbon atom or heterolysis of an adjacent C–C bond, to yield a carbon radical, or heterolysis of a C–S bond, to yield a thiyl radical. The structures of the carbon radicals are discussed in the light of the trends shown in their e.s.r. parameters.
Databáze:	OpenAIRE
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