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À propos de : Molecule-Induced Homolysis versus “Concerted Oxenoid OxygenInsertion” in the Oxidation of Organic Compounds byDimethyldioxirane        

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  • Molecule-Induced Homolysis versus “Concerted Oxenoid OxygenInsertion” in the Oxidation of Organic Compounds byDimethyldioxirane
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  • Evidence for a molecule-induced homolysis of dimethyldioxirane byseveral classes of organiccompounds (alkanes, alkenes, ethers, alcohols, aldehydes,iododerivatives) is reported. Carbon-centered radicals, arising from alkanes, ethers, and aldehydes, aretrapped by CBrCl3 or protonatedquinolines. The dramatic influence of oxygen in these reactions,as well as the formation of productsof induced homolysis of the dioxirane by carbon-centered radicals(CH4, CH3OH,CH3COOCH3,ROCOCH3,CH3COOCH2COCH3), stronglysupports a radical mechanism. With alkenes and iododerivatives the induced homolysis would lead to diradicalintermediates, whose very fastfragmentation would prevent detection, but circumstantial evidencesupports a radical mechanism.
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