Sreenath, Kesavapillai ; Suneesh, Chettiyam Veettil ; Ratheesh Kumar, Venugopal K. ; Gopidas, Karical R. (2008) Cu(II)-mediated generation of triarylamine radical cations and their dimerization. An easy route to tetraarylbenzidines Journal of Organic Chemistry, 73 (8). pp. 3245-3251. ISSN 0022-3263
Full text not available from this repository.
Official URL: http://pubs.acs.org/doi/abs/10.1021/jo800349n
Related URL: http://dx.doi.org/10.1021/jo800349n
Abstract
Triphenylamine (TPA) derivatives react with Cu2+ in acetonitrile to give TPA radical cations which undergo dimerization and deprotonation reactions to yield tetraphenylbenzidines (TPB). Synthetic utility of this reaction is demonstrated using several triphenylamine derivatives, and yields in excess of 80% are obtained in most cases. Involvement of the amine radical cations in these reactions was confirmed by ESR and absorption spectroscopic studies. A mechanism consistent with all observations is proposed. This study also revealed a very good correlation between the free energy change for radical cation formation and product yields.
| Item Type: | Article |
|---|---|
| Source: | Copyright of this article belongs to American Chemical Society. |
| ID Code: | 62089 |
| Deposited On: | 16 Sep 2011 04:36 |
| Last Modified: | 16 Sep 2011 04:36 |
Repository Staff Only: item control page
