255366-66-6Relevant academic research and scientific papers
Meso-tetraphenylbenzoporphyrin-22,23-dicarboxylic anhydride: A platform to benzoporphyrin derivatives
Carvalho, Carla M.B.,Santos, Sergio M.,Neves, Maria G.P.M.S.,Tome, Augusto C.,Silva, Artur M.S.,Rocha, Joao,Cavaleiro, Jose A.S.
, p. 6622 - 6631 (2013/07/26)
A method to synthesize meso-tetraphenylbenzoporphyrin-22,2 3-dicarboxylic anhydride is reported. This compound reacts with alkylamines and arylamines to afford the corresponding phthalimides in moderate to excellent yields. The reaction of the title compound with benzene-1,4-diamine or with benzene-1,3-diamine yields the corresponding N,N′-(phenylene)bisphthalimides, whereas with benzene-1,2-diamine or naphthalene-1,8-diamine it affords heterocyclic-fused porphyrins. Molecular mechanics simulations elucidates the multiplicity of signals observed in the NMR spectra of the N,N′-(1,4-phenylene)bisphthalimide 11. This molecule exhibits two preferential conformations corresponding to a coplanar and an almost perpendicular arrangement of the benzoporphyrin units relative to the central benzenic ring.
