221675-73-6Relevant academic research and scientific papers
Reaction of cobalt porphyrins with aldehydes in the presence of t-butyl hydroperoxide
Watanabe, Jun-Ya,Setsune, Jun-Ichiro
, p. 21 - 32 (2007/10/03)
CoII porphyrin reacted with propanal in the presence of NaBH4 under air to give a mixture of σ-(1-formylethyl)CoIII porphyrin and σ-(propanoyl)CoIII porphyrin. The latter was formed exclusively by using t-butyl hydroperoxide instead of NaBH4 and air. Thus, various σ-(acyl)CoIII porphyrins were produced in good yields by way of generation of a t-butoxyl radical, hydrogen abstraction from aldehyde, and coupling of an acyl radical and CoII porphyrin. This reaction was applied to acyl radical cyclization of 2-allyloxy-1-naphthaldehyde, 2-allyloxybenzaldehyde, 2-allylbenzaldehyde, and N-allylpyrrole-2-carboxaldehyde to give (organo)CoIII porphyrins with a cyclized axial alkyl ligand.
