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+→ 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+→ 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.
1976
Biochemistry; Drug Discovery3003 Pharmaceutical Science; Organic Chemistry
File in questo prodotto:
Non ci sono file associati a questo prodotto.

I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.

Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11311/1047328
Citazioni
  • ???jsp.display-item.citation.pmc??? ND
  • Scopus 49
  • ???jsp.display-item.citation.isi??? ND
social impact