title: Electronic communication through pi-conjugated wires in covalently linked porphyrin/C60 ensembles.
abstract: Novel photo- and electroactive triads, in which pi-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 beta of 0.03+/-0.005 A(-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.
authors.affiliation: Departamento Química Orgánica, Facultad de Ciencias Químicas, Universidad Complutense, 28040-Madrid, Spain.
authors.forename: Gema
authors.initials: G
authors.lastname: de la Torre
authors.forename: Francesco
authors.initials: F
authors.lastname: Giacalone
authors.forename: José L
authors.initials: JL
authors.lastname: Segura
authors.forename: Nazario
authors.initials: N
authors.lastname: Martín
authors.forename: Dirk M
authors.initials: DM
authors.lastname: Guldi