Porpholactams and chlorolactams: replacement of a β, β′-double bond in meso-tetraphenyl-porphyrin and-chlorin by a lactam moiety

J Akhigbe, J Haskoor, M Zeller… - Chemical …, 2011 - pubs.rsc.org
J Akhigbe, J Haskoor, M Zeller, C Brückner
Chemical Communications, 2011pubs.rsc.org
Reaction of meso-tetraphenylporpholactone with hydrazine converts the lactone moiety to
an N-aminolactam. It also reduces the opposite pyrrolic moiety of both the starting material
and the N-aminolactam, generating chlorin-like chlorolactone and N-aminochlorolactam,
respectively. Reductive N–N cleavage of the N-aminoporpholactam generates the parent
porpholactam.
Reaction of meso-tetraphenylporpholactone with hydrazine converts the lactone moiety to an N-aminolactam. It also reduces the opposite pyrrolic moiety of both the starting material and the N-aminolactam, generating chlorin-like chlorolactone and N-aminochlorolactam, respectively. Reductive N–N cleavage of the N-aminoporpholactam generates the parent porpholactam.
The Royal Society of Chemistry