37617-02-0Relevant articles and documents
Synthesis and cyanation of octaalkylporphyrins using electrochemical methods
Callot, Henry J.,Louati, Abderrazak,Gross, Maurice
, p. 317 - 320 (2007/10/02)
The total synthesis of octaalkylporphyrins (ethyl, buthyl, isopropyl) and the cyanation of the meso (methine bridge) positions have been achieved using electrochemical methods.The coupled products (diketals) from anodic oxidation of aldehydes enol ethers (or enamines) in methanol, on subsequent reaction with benzyl carbamate undergo cyclisation to N-carbobenzyloxypyrroles.Deprotection and reaction with formaldehyde afforded the corresponding porphyrins.Electrolysis of zinc-octaethylporphyrin in dimethylformamide in the presence of cyanide at various concentrations and potentials (+0.45 to 0.9 V/SCE) gave mono- to tetracyano-octaethylporphyrins which were fully caracterized.