Synthesis of pseudoaromatic expanded porphyrin analogues

Article abstract of DOI:10.1016/S0040-4039(99)00044-1

Optically active expanded porphyrins bearing thiophene were synthesized by Schiff base forming reaction. The condensation of thiophene containing 1,14-bisformyl tripyrrane with aromatic diamines failed to give desired macrocycles but condensation with aliphatic 1,2-diamines gave the desired products. The macrocycles synthesized tend to maintain 18π system and the ethylene bridge shows somewhat resistance toward oxidation.