ROM Polymerization-Capture-Release Strategy for the Chromatography-Free Synthesis of Novel Unsymmetrical Porphyrazines Academic Article uri icon

abstract

  • [reaction: see text] Crossover-Linstead macrocyclization reactions of two norbornenyl-tagged diaminomaleonitriles with dipropylmaleonitrile gave access to crude mixtures of porphyrazines containing diamino-hexapropyl-porphyrazine magnesium complexes. The mixtures were subjected to ring-opening metathesis polymerization to yield the insoluble diaminoporphyrazine-functionalized polymers. Acid-mediated cleavage from the polymer backbone followed by acylation of the resultant sensitive macrocyclic diamines gave monoacetyl-, monotrifluoroacetyl-, and ditrifluoroacetyl-substituted porphyrazinediamines. Conversion of these amido-porphyrazines to the corresponding zinc macrocycles and studies of their electronic absorption and emission spectra, electrochemistry, and photophysics are described.

author list (cited authors)

  • Fuchter, M. J., Vesper, B. J., Murphy, K. A., Collins, H. A., Phillips, D., Barrett, A., & Hoffman, B. M.

publication date

  • January 1, 2005 11:11 AM