The formation and role of carbocations in electrolytic fluorination using hydrogen fluoride electrolytes in a nafion membrane-divided teflon cell
✍ Scribed by Francis Huba; Ernest B. Yeager; George A. Olah
- Publisher
- Elsevier Science
- Year
- 1979
- Tongue
- English
- Weight
- 495 KB
- Volume
- 24
- Category
- Article
- ISSN
- 0013-4686
No coin nor oath required. For personal study only.
✦ Synopsis
Nafion@ cation permselective membrane was used in anhydrous hydrogen fluoride (AHF) in a series of electrofluorinations of organic compounds. The carbocations generated chemically and elec- trochemically in the anode compartment, crossed the membrane under the influence of electric field, and were quenched in the cathode compartment by a suitable organic nucleophile. Products due to Friedel-Crafts type substitution, isomerization and polymerization were identified. An HF-pyridine (29%) complex was also,examined as a possible electrolyte with platinum and carbon anodes. The extent of fluorination was small or none. Thus, neither a direct nor an ionic fluorination mechanism was operative in the process although the conditions appeared suitable for both.