## Abstract A polarographic study of the electroβreduction of acetophenone in dry acetonitrile has revealed that under strictly anhydrous conditions the carbonyl compound can be reduced only if tetraalkylammonium ions are present. The role played by these ammonium ions is discussed. It is concluded
The role of tetraalkylammonium salts in the electro-reduction of ketones. I. Competitive adsorption in an aqueous medium
β Scribed by W. J. M. van Tilborg; L. J. G. Dekker; C. J. Smit
- Book ID
- 104588048
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- English
- Weight
- 658 KB
- Volume
- 97
- Category
- Article
- ISSN
- 0165-0513
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β¦ Synopsis
Abstract
Aryl alkyl ketones and tetraalkylammonium ions compete for adsorption in the region where the adsorption voltage ranges of the respective compounds overlap. A study has been made of the effects of changes in structure of the tetraalkylammonium salts as well as of the ketones, of the nature of the anion and of the polarity of the medium on this competitive adsorption. It is concluded that in the presence of tetraalkylammonium ions the reduction of a corbonyl compound occurs on top of an adsorbate layer of such ammonium ions. Consequences of the results reported with respect to the mechanism of asymmetric induction in carbonyl reduction and of the mechanism of electropinacolization are discussed.
π SIMILAR VOLUMES
The electrochemical reduction of isonicotinic acid NRCOOH and its protonated from H+NRCOOH has been examined in an aqueous medium between Hc, = 0 and pH 6.7. As shown by cyclic voltammetry and polarography, a global 2e-, 2H+ reversible transfer is followed by two successive first-order chemical reac