Electrochemical method to vinyl fluorides—I. Cathodic elimination of 1-fluoro-2-arylvinyl phenyl sulphones in acetonitrile

✍ Scribed by Akira Kunugi; Kenji Yamane; Mikito Yasuzawa; Hiroshi Matsui; Hidemitsu Uno; Katsuji Sakamoto

• Publisher: Elsevier Science
• Year: 1993
• Tongue: English
• Weight: 431 KB
• Volume: 38
• Category: Article
• ISSN: 0013-4686
• DOI: 10.1016/0013-4686(93)87024-8

✦ Synopsis

Ahatraet-The electrolytic reduction of 1-fluoro-Zarylvinyl phenyl sulphones in acetonitrile involves cleavage of carbon-sulphur and/or carbon-fluorine bonds, resulting in the formation of 1-fluoro-Zarylethylenes and arylethylenes with a molar ratio of about 1: 1. The coulometric n-values are about three electrons per molecule, in the presence of efficient proton donors such as phenol, acetic acid and benzoic acid, and at all the following electrodes: mercury, platinum, lead and glassy carbon. In the absence of proton donors, the yields of 1-fluoro-2-arylethylenes and arylethylene-s are very low, the n-value be about 1.