Triarylcorroles by oxidative coupling of triaryltetrapyrranes

A general two-step, one-pot synthesis of meso-triphenylcorrole from 5-pheny ldipyrrane is presented. A number of p-phenyl-substituted 5-phenyldipyrrane s were condensed with substituted benzaldehydes under acid catalyzed condit ions to produce a mixture highly enriched in the corresponding tetrapyrrane s. The crude mixtures were oxidized with DDQ or chloranil to produce the co rresponding meso-triarylcorroles in good to excellent yield. The method is applicable to the synthesis of meso-triarylcorroles containing two differen tly substituted phenyl groups in the 5-,15- and 10-positions, respectively.