Molecular engineering of extended chiral and enantiopure multiporphyrinic architectures:: Towards the control of their physico-chemical properties

We report our recent progress in the synthesis and study of extended chiral and enantiopure multiporphyrinic devices. We devoted particular efforts to the study of the influence of both structure and conformation of a molecule on its physicochemical properties, and in this perspective peptides and nucleosides have been chosen as interchromophore linkers. Concerned with the elaboration of molecular wires, we synthesized enantiopure peptides bearing pendant porphyrins. The synthesis of a peptide built according to a predetermined sequence of L-lysine derivative holding porphyrin-functionalized lateral chain allowed, beyond the preparation of homo-octaporphyrins with free-base or Zn (II) porphyrins, the elaboration of a pentaporphyrin with an assigned sequence of chromophores. A two-dimensional system, a star-shaped pentaporphyrin with chiral enantiopure linkers derived from uridine, was prepared. Electrochemical and photophysical investigations have shown a duality of the physicochemical properties of the core porphyrin. (C) 2003 Wiley-Liss, Inc.