Electrode reactions of aromatic amines in solvents containing fused AlCl3. II

✍ Scribed by H. Lloyd Jones; R.A. Osteryoung

• Book ID: 104149878
• Publisher: Elsevier Science
• Year: 1974
• Weight: 226 KB
• Volume: 49
• Category: Article
• ISSN: 0022-0728
• DOI: 10.1016/s0022-0728(74)80235-4

✦ Synopsis

In a recent publication 1 we reported on a remarkable stabilization of a number of aromatic amine radical cations in our studies of organic electrode reactions in A1C13-NaC1 melts at 175°C. Triphenylamine was anodically oxidized in a simple one-electron reversible manner, while N,N-dimethylaniline underwent an e.c.e, type process to give N,N,N',N'-tetramethylbenzidine. However, at sweep rates greater than 5 V s-1 the reduction of the initially formed radical cation was easily observed. These results at 175°C are to be compared with previous electrochemical studies in acetonitrile at 25°C where triphenylamine was shown to undergo an e.c.e, process 2 and the dimethylaniline radical cation was not detected as such 3. F r o m these results we concluded that at least amine radical cations are stabilized in A1C13 NaC1 melts.