Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 11, Issue 4, Pages 1267-1280Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.200400604
Keywords
conjugation; electron transfer; fullerness; molecular wires; porphyrins
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Novel photo- and clectroactive 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 Angstrom(-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.
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