Collect. Czech. Chem. Commun. 2000, 65, 881-898

Reactivity of Halo Sugars on Silver Cathodes

Sandra B. Rondininia, Patrizia R. Mussinia,*, Federico Crippaa, Michela Petronea and Guido Sellob

a Department of Physical Chemistry and Electrochemistry, University of Milano, Via Golgi 19, 20133 Milano, Italy
b Department of Organic and Industrial Chemistry, University of Milano, Via Venezian 21, 20133 Milano, Italy


Our extensive research on the reductive electrochemistry of glycosyl derivatives has revealed a remarkable electrocatalytic activity of silver cathodes in the reduction of glycosyl halides, which is strictly related to both the electrode active surface and the reaction medium. The peculiarities exhibited by silver cathodes have been extensively characterised (i) by reactivity studies performed on a wide range of halo sugars by cyclic voltammetry and (ii) by preparative electrolyses leading to the formation of simple and mixed glycosyl dimers and, in the presence of suitable acceptors, of glycosides and glycosyl compounds.

Keywords: Silver cathode; Halo sugars; Glycosyl dimers; Glycosides; Electrocatalytic activity; Electrosynthesis; Electroreductions; Preparative electrochemistry.

References: 50 live references.