Abstract
meso-Tetra[5-(8-hydroxyquinolyl)]porphine was synthesized by the Rothemund method as a model of porphyrin with metal chelating groups in the peripheral region. The presence of three kinds of copper (II) complexes was demonstrated ; free base porphyrin with metal chelated 8-quinolinol groups and metalloporphyrin with metal chelated and unchelated 8-quinolinol groups. In dimethylformamide solution, reaction of the compound with excess copper (II) perchlorate occurred in two steps ; rapid metal chelation of the 8-quinolinol moiety and subsequent slow Cu (II) incorporation into the porphine moiety. Reaction with excess aluminum (III) nitrate under similar conditions gave free base porphyrin with Al (III) chelated 8-quinolinol groups.
