78638-40-1Relevant academic research and scientific papers
Reversible cobalt-nitrogen alkyl and acyl group migration in cobalt porphyrins
Dolphin, David,Halko, David J.,Johnson, Eugene
, p. 4348 - 4351 (1981)
The one-electron electrochemical oxidation of ethyl(5,10,15,20-tetraphenylporphinato)cobalt(III) (EtCoIIITPP) causes intramolecular rearrangement of the ethyl group to give (N-ethyl-5,10,15,20-tetraphenylporphinato)cobalt(II) (N-EtCoIITPP)+. Sodium borohydride reduction of N-EtCoIITPP+ regenerates EtCoIIITPP but by an intermolecular rearrangement. Low-temperature studies on (ethoxycarbonyl)(5,10,15,20-tetraphenylporphinato)cobalt(III), which also exhibits (but at a slower rate than that of EtCoIIITPP) one-electron oxidative rearrangement to (N-(ethoxycarbonyl)-5,10,15,20-tetraphenylporphinato)cobalt(II), showed that the initial site of oxidation is at the porphyrin ring to give the corresponding π-cation radical. In this case the cobalt to nitrogen migration occurs upon warming a solution of the π-cation radical.
