Synthesis Of 5,15-disubstituted-β-formylporphyrin

Porphyrins are valuable compounds in materials and bioorganic field because of their unique optical properties and good stability. In this paper, we synthesized 5- substituted dipyrromethanes in water phase, 5,15-disubstituted zinc porphyrins by"template"method. And then asymmetric 5,15-disubstituted-β-formylporphyrins were obtained, which provide the precursor chemical compound for modifying porphyrin to make it functional.By condensation of pyrrole and aromatic aldehyde in aqueous phase, several 5-substituted dipyrromethanes were synthesized. By changing the reaction time, concentration of hydrochloric acid and various substituted aromatic aldehyde substrate, the reaction was monitored by TLC to study the reaction condition . Through Vilsmeier formylation reaction of 5 - substituted dipyrromethanes, different 1,9-diformyl- 5-substituted dipyrromethanes were synthesized.The above formyldipyrromethanes reacted with n-propylamine to synthesize schiff base. Through the "template" method, new 5,15-disubstituted asymmetric zinc porphyrins were synthesized by reaction of schiff base and 5-substituted dipyrromethane.After removing the zinc of zinc porphyrin, pouring copper into porphyrin, introducing formal group and removing copper, we get the target compounds asymmetric 5,15-disubstituted-β-formylporphyrins and their structure were characterized.