ROM Polymerization−Capture−Release: Application to the Synthesis of Unsymmetrical Porphyrazinedithiols and Peripherally Metalated Derivatives Academic Article uri icon


  • Crossover Linstead macrocyclization of a doubly norbornenyl-functionalized dimercaptomaleonitrile with dipropylmaleonitrile gave a crude mixture of porphyrazines containing the hexapropylporphyrazinedithiol magnesium complex. The mixture was subjected to ring-opening metathesis polymerization to yield the insoluble porphyrazinedithiol-functionalized polymers. Cleavage from the polymer backbone using mercury(II) acetate followed by reaction with electrophiles gave access to a range of thioporphyrazinedithiol derivatives including solitaire porphyrazines. Studies into the possible uses of hexapropyl-2,3-di-(carboxymethylthio)porphyrazine in sensing metal cations in solution are described.

author list (cited authors)

  • Fuchter, M. J., Hoffman, B. M., & Barrett, A.

publication date

  • January 1, 2005 11:11 AM