Electronic Communication through π-Conjugated Wires in Covalently Linked Porphyrin/C60 Ensembles

✍ Scribed by Gema de la Torre; Francesco Giacalone; José L. Segura; Nazario Martín; Dirk M. Guldi

• Book ID: 101836733
• Publisher: John Wiley and Sons
• Year: 2005
• Tongue: English
• Weight: 281 KB
• Volume: 11
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.200400604

✦ Synopsis

Abstract

Novel photo‐ and electroactive triads, in which π‐conjugated p‐phenylenevinylene oligomers (oPPVs) of different length are connected to a photoexcited‐state electron donor (i.e., zinc tetraphenylporphyrin) and an electron acceptor (i.e., C~60~), were designed, synthesized, and tested as electron‐transfer model systems. A detailed physicochemical investigation, concentrating mainly on long‐range charge separation and charge recombination and kinetics, revealed small attenuation factors β of 0.03±0.005 Å^−1^. Energy matching between the HOMO levels of C~60~ and oPPVs emerged as a key parameter for supporting molecular‐wire‐like behavior: It favors rapid and efficient electron or hole injection into the oPPV wires. Large electronic coupling values were determined as a result of paraconjugation in the oPPV moieties.