Intramolecular trapping and reduction of, and hydrogen abstraction by σ-radicals intermediate in the electrochemical reduction of some aryl halides

✍ Scribed by James Grimshaw; Jadwiga Trocha-Grimshaw

• Book ID: 104234718
• Publisher: Elsevier Science
• Year: 1974
• Tongue: French
• Weight: 171 KB
• Volume: 15
• Category: Article
• ISSN: 0040-4039
• DOI: 10.1016/s0040-4039(01)82388-1

✦ Synopsis

a-Radicals, generated by decomposition of the initially formed radicalanion, have been postulated as intermediates in the electrochemical reduction of some aryl halides. 1 Evidence for such intermediates can be obtained by intramolecular trapping experiments and we have used a second benzene ring as the radical trap. Electrochemical reduction of the amides (1, R = I) which has E 3 -1.66 V versus s.c.e. and (1, R = Br) which has E -2.16 V versus s.c.e. in anhydrous 3 dimethylformamide at a mercury cathode with 0.1 M tetra-n-propylammonium