title: Porphyrins in 1,3-dipolar cycloaddition reactions. Synthesis of new porphyrin-chlorin and porphyrin-tetraazachlorin dyads.
abstract: N-(Porphyrin-2-ylmethyl)glycine was synthesized and used as precursor of azomethine ylide, which was trapped with several dipolarophiles. The reaction of that azomethine ylide with dimethyl fumarate afforded the expected adduct. However, with 1,4-benzo- and 1,4-naphthoquinones only dehydrogenated adducts were isolated. Also, the reaction of that ylide with meso-tetrakis(pentafluorophenyl)porphyrin and tetraazaporphine allowed access to novel porphyrin-chlorin and porphyrin-tetraazachlorin dyads.
authors.affiliation: Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal.
authors.forename: Ana M G
authors.initials: AM
authors.lastname: Silva
authors.forename: Paula S S
authors.initials: PS
authors.lastname: Lacerda
authors.forename: Augusto C
authors.initials: AC
authors.lastname: Tomé
authors.forename: Maria G P M S
authors.initials: MG
authors.lastname: Neves
authors.forename: Artur M S
authors.initials: AM
authors.lastname: Silva
authors.forename: José A S
authors.initials: JA
authors.lastname: Cavaleiro
authors.forename: Elena A
authors.initials: EA
authors.lastname: Makarova
authors.forename: Evgeny A
authors.initials: EA
authors.lastname: Lukyanets