title: Multigram synthesis of a water-soluble porphyrazine and derived seco-porphyrazine labeling agents.
abstract: Porphyrazine III has been synthesized on a large scale (18.4 g), with minimal chromatographic purification by employing a novel one-pot, 3-step sequence. Two dinitrile precursors I and II, the latter of which consisted of a mixture of geometric isomers, were transformed, via the corresponding pyrroline diimines, into a mixture of III and the octa-Ar1-porphyrazine. Isolated macrocycle III was subsequently transformed into IV, a water-soluble seco-porphyrazine suitable for the labeling of biological vectors.
authors.affiliation: Department of Chemistry, Imperial College London, London SW7 2AZ, England.
authors.forename: Xavier
authors.initials: X
authors.lastname: Guinchard
authors.forename: Matthew J
authors.initials: MJ
authors.lastname: Fuchter
authors.forename: Andrea
authors.initials: A
authors.lastname: Ruggiero
authors.forename: Brian J
authors.initials: BJ
authors.lastname: Duckworth
authors.forename: Anthony G M
authors.initials: AG
authors.lastname: Barrett
authors.forename: Brian M
authors.initials: BM
authors.lastname: Hoffman
mesh_terms: D008665:Metalloporphyrins / Q000737:chemistry*; D015394:Molecular Structure; D017319:Photosensitizing Agents / Q000737:chemistry; D012995:Solubility; D014867:Water / Q000737:chemistry*
chemical_list: D008665:Metalloporphyrins; D017319:Photosensitizing Agents; D014867:Water