title: Direct arylation of meso-formyl porphyrin.
abstract: Palladium-catalyzed direct arylation of meso-formyl Ni(II) porphyrin with aryl bromides provided β-monoarylated meso-formyl porphyrins. In spite of the existence of the meso-formyl group, the reactions proceeded regioselectively at the β-position adjacent to the formyl group. β-Arylated formyl porphyrin was converted to a tetraline-fused porphyrin by reduction and subsequent acid-catalyzed cyclization and to a meso-meso vinylene-bridged diporphyrin by McMurry coupling (see scheme).
authors.affiliation: Department of Chemistry, Graduate School of Science, Kyoto University, Sakyo-ku, Kyoto 606-8502, Japan.
authors.forename: Sumito
authors.initials: S
authors.lastname: Tokuji
authors.forename: Hiroyuki
authors.initials: H
authors.lastname: Awane
authors.forename: Hideki
authors.initials: H
authors.lastname: Yorimitsu
authors.forename: Atsuhiro
authors.initials: A
authors.lastname: Osuka
mesh_terms: D001555:Benzene Derivatives / Q000737:chemistry; D002384:Catalysis; D056831:Coordination Complexes / Q000737:chemistry*; D018360:Crystallography, X-Ray; D005561:Formates / Q000737:chemistry; D008665:Metalloporphyrins / Q000138:chemical synthesis / Q000737:chemistry*; D015394:Molecular Structure; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction; D055668:Photochemical Processes
chemical_list: D001555:Benzene Derivatives; D056831:Coordination Complexes; D005561:Formates; D008665:Metalloporphyrins; D009532:Nickel