title: ROM polymerization-capture-release strategy for the chromatography-free synthesis of novel unsymmetrical porphyrazines.
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.
authors.affiliation: Department of Chemistry, Imperial College London, London SW7 2AZ, UK.
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Fuchter
authors.forename: Benjamin J
authors.initials: BJ
authors.lastname: Vesper
authors.forename: Karen A
authors.initials: KA
authors.lastname: Murphy
authors.forename: Hazel A
authors.initials: HA
authors.lastname: Collins
authors.forename: David
authors.initials: D
authors.lastname: Phillips
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett
authors.forename: Brian M
authors.initials: BM
authors.lastname: Hoffman