Steric Effects on the Oxidation Potential of 1-aryl Thioglycosides

Authors

MEHMET A. OTURAN
MAURICE MEDEBIELLE
SHIRISH A. PATIL
ROBERT S. KLEIN

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 \alpha anomer always occurs at a less positive oxidation potential than of the \beta 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.

Keywords

Thioglycosides, cyclic voltammetry, oxidation potentials, steric effects.

First Page

317

Last Page

322

Recommended Citation

OTURAN, MEHMET A.; MEDEBIELLE, MAURICE; PATIL, SHIRISH A.; and KLEIN, ROBERT S. (2002) "Steric Effects on the Oxidation Potential of 1-aryl Thioglycosides," Turkish Journal of Chemistry: Vol. 26: No. 3, Article 3. Available at: https://journals.tubitak.gov.tr/chem/vol26/iss3/3