1,3-Dioxopyrrolo[3,4-b]porphyrins: synthesis and chemistry.
A novel 1,3-dioxopyrrolo[3,4-b]porphyrin (2) has been synthesized in 70% yield following a [4 + 2] cycloaddition reaction of pyrrolo[3,4-b]porphyrin 1 with (1)O(2). The new imide was used as a template to other 1,3-dioxopyrrolo[3,4-b]porphyrins and to the corresponding open counterparts. The UV/vis absorption spectra of the new compounds show significant red-shifts when compared with those of the nonsubstituted analogues. The structure of an imide derivative was confirmed by single-crystal X-ray diffraction.
Department of Chemistry, QOPNA, University of Aveiro, 3810-193 Aveiro, Portugal.
Carla M B
CM
Carvalho
Maria G P M S
MG
Neves
Augusto C
AC
Tomé
Filipe A Almeida
FA
Paz
Artur M S
AM
Silva
José A S
JA
Cavaleiro
D008958:Models, Molecular; D015394:Molecular Structure; D017601:Oxygen Compounds / Q000737:chemistry*; D011166:Porphyrins / Q000138:chemical synthesis*; D011758:Pyrroles / Q000737:chemistry*; D014961:X-Ray Diffraction
D017601:Oxygen Compounds; D011166:Porphyrins; D011758:Pyrroles