Silva Ana M G, Lacerda Paula S S, Tomé Augusto C, Neves Maria G P M S, Silva Artur M S, Cavaleiro José A S, Makarova Elena A, Lukyanets Evgeny A
Department of Chemistry, University of Aveiro, 3810-193 Aveiro, Portugal.
J Org Chem. 2006 Oct 27;71(22):8352-6. doi: 10.1021/jo0611770.
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.
合成了N-（卟啉-2-基甲基）甘氨酸并用作甲亚胺叶立德的前体，该甲亚胺叶立德被几种亲偶极体捕获。该甲亚胺叶立德与富马酸二甲酯反应得到预期的加合物。然而，与1,4-苯醌和1,4-萘醌反应仅分离得到脱氢加合物。此外，该叶立德与中位-四（五氟苯基）卟啉和四氮卟啉反应可得到新型的卟啉-二氢卟吩和卟啉-四氮二氢卟吩二元化合物。
