ELECTRON-TRANSFER PROCESSES - MECHANISMS OF OXIDATION OF ETHERS AND ESTERS BY SILVER-CATALYZED PEROXYDISULFATE

Authors
MINISCI F COPPA F FONTANA F ZHAO LH
Citation
F. Minisci et al., ELECTRON-TRANSFER PROCESSES - MECHANISMS OF OXIDATION OF ETHERS AND ESTERS BY SILVER-CATALYZED PEROXYDISULFATE, Gazzetta chimica italiana, 123(11), 1993, pp. 613-616
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Gazzetta chimica italiana → ACNP
ISSN journal
00165603
Volume
123
Issue
11
Year of publication
1993
Pages
613 - 616
Database
ISI
SICI code
0016-5603(1993)123:11<613:EP-MOO>2.0.ZU;2-R
Abstract
Nucleophilic carbon-centred radicals, generated from the oxidation of diethyl ether, ethyl acetate, propyl acetate, ethyl propionate, diethy l oxalate and 2-phenylethyl acetate by silver-catalyzed decomposition of peroxydisulphate, have been trapped, mostly by naphthoquinone and i n a few cases by protonated quinoline. Characterization of the interme diate radicals allows the rationalization of the mechanism of these ox idations, which are likely to occur through an initial electron-transf er step by Ag(II).