Electrochemical oxidation of aliphatic amines and their attachment to carbon and metal surfaces.
The electrochemical oxidation of aliphatic amines (primary, secondary, and tertiary) has been investigated by cyclic voltammetry and preparative electrolysis. The oxidation mechanisms have been established, and the lifetimes of the radical cations have been measured for secondary and tertiary amines. These results have been put in parallel with the attachment of amines to glassy carbon, Au, and Pt electrodes by cyclic voltammetry, X-ray photoelectron spectroscopy (XPS), and infrared reflection-absorption spectroscopy (IRRAS). It is then possible to show that it is not the radical cation but the radical obtained after the deprotonation which reacts with the electrode surface. XPS results also point to the existence of a covalent bond between Au or Pt and the organic moiety.
Adenier
Alain
A
Departament de Química, Universitat Autonoma de Barcelona, Bellaterra, España, ITODYS, Université Paris 7-Denis Diderot, 75005 Paris, France.
Chehimi
Mohamed M
MM
Gallardo
Iluminada
I
Pinson
Jean
J
Vilà
Neus
N
D000327:Adsorption; D000588:Amines / Q000138:chemical synthesis / Q000737:chemistry; D002244:Carbon / Q000737:chemistry*; D004563:Electrochemistry; D004572:Electrolysis; D008670:Metals / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D012680:Sensitivity and Specificity; D013052:Spectrometry, X-Ray Emission / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D013499:Surface Properties
D000588:Amines; D008670:Metals; D002244:Carbon