The debated mechanism of the oxidation of alcohols by peroxydisulphate was investigated by trapping the nucleophilic carbon-centered free-radical intermediates by protonated quinoline. The oxidation of t-butanol, 1-hexanol, 2,3-dimethyl-2-butanol and ethylene glycol in the presence of silver salt takes place via alkoxy radical intermediates arising from the interaction R-OH + Ag2+â R-O·+ Ag++ H+; it gives rise to new interesting selective synthetic processes. In the absence of silver salt the hydrogen abstraction from CH bonds is the main reaction. © 1976.
Nucleophilic character of alkyl radicals-XII. Mechanism and new syntheses in the oxidation of alcohols by peroxydisulphate
Caronna, Tullio;Citterio, Attilio;Minisci, Francesco;
1976-01-01
Abstract
The debated mechanism of the oxidation of alcohols by peroxydisulphate was investigated by trapping the nucleophilic carbon-centered free-radical intermediates by protonated quinoline. The oxidation of t-butanol, 1-hexanol, 2,3-dimethyl-2-butanol and ethylene glycol in the presence of silver salt takes place via alkoxy radical intermediates arising from the interaction R-OH + Ag2+â R-O·+ Ag++ H+; it gives rise to new interesting selective synthetic processes. In the absence of silver salt the hydrogen abstraction from CH bonds is the main reaction. © 1976.File in questo prodotto:
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