Journals / Turkish Journal of Chemistry / 2002 / Cilt: 26 - Sayı: 3
Steric Effects on the Oxidation Potential of 1-aryl Thioglycosides
- Journal
- Turkish Journal of Chemistry
- Pages
- 317–322
- DOI
- —
Abstract
The electrochemical oxidation of several 1-arylthioglycosides has been studied by cyclic voltammetry in acetonitrile. We found that the oxidation potential of the a anomer always occurs at a less positive oxidation potential than of the b anomer. The difference in the oxidation potential depends on the substituent attached on the C-3 of the sugar moiety and is greatly influenced by the stability of the radical cation obtained after the first electron transfer.
Özet
The electrochemical oxidation of several 1-arylthioglycosides has been studied by cyclic voltammetry in acetonitrile. We found that the oxidation potential of the a anomer always occurs at a less positive oxidation potential than of the b anomer. The difference in the oxidation potential depends on the substituent attached on the C-3 of the sugar moiety and is greatly influenced by the stability of the radical cation obtained after the first electron transfer.