The indirect anodic oxidation of amines mediated by brominated aryl amines

Tris(4-bromophenyl)amine is an effective electron transfer mediator for the indirect oxidation of amines. Using an undivided cell and a methanol + methylenedichloride medium, benzyl amines may be converted to the corresponding Schiff base in excellent yield; with amines where there are hydrogens on...

Full description

Saved in:
Bibliographic Details
Published in:Journal of electroanalytical chemistry and interfacial electrochemistry 1989-06, Vol.265 (1), p.203-213
Main Authors: Pletcher, Derek, Zappi, Guillermo D.
Format: Article
Language:English
Subjects:
Chemistry
Electrochemistry
Exact sciences and technology
General and physical chemistry
Kinetics and mechanism of reactions
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:Tris(4-bromophenyl)amine is an effective electron transfer mediator for the indirect oxidation of amines. Using an undivided cell and a methanol + methylenedichloride medium, benzyl amines may be converted to the corresponding Schiff base in excellent yield; with amines where there are hydrogens on the β-carbon, however, no simple products are isolated and it is likely that the imine intermediate polymerises. It is shown that the selectivity as well as the maximum current density for such indirect oxidations depends strongly on the electrolysis conditions.
ISSN:0022-0728
DOI:10.1016/0022-0728(89)80190-1