Fast, efficient syntheses of linear poly(dipyrromethene)s

Abstract

The synthesis of three octapyrrolic, 8–10, and four dodecapyrrolic, 15–18, oligomers is reported. They are linear poly(dipyrromethene)s and potential ligands as building blocks for supramolecular architectures through self-assembly. Octapyrrolic oligomers 8–10 were prepared in 90–95% yields by condensation of 2 equiv of a tripyrrolic compound 4 with 1 equiv of diformyldipyrrolic compounds 5–7. A similar procedure, involving the condensation of 2 equiv of a pentapyrrolic starting material 13 with 1 equiv of 5–7 or 14, was found to give rise to the corresponding dodecameric systems 15–18 in 41–56% yields.Key words: poly(dipyrromethene), linear polypyrroles, dipyrromethane, dipyrromethene.