Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 19, Issue 2, Pages 557-564Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201202661
Keywords
donor-acceptor systems; electron transfer; fullerenes; porphyrinoids; supramolecular chemistry
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Funding
- Ministry of Education, Culture, Sports, Science and Technology of Japan [22750030, 20108001, 20245006, 24350019, 24550145]
- Association for the Progress of New Chemistry
- Technology of Japan
- JST
- MICINN
- Fonds der Chemischen Industrie (FCI)
- Deutsche Forschungsgemeinschaft [GU 517/15-1]
- Exzellenzcluster (EAM-Engineering of Advanced Materials)
- Strategic Japanese-Spanish Cooperative Program
- Grants-in-Aid for Scientific Research [24550145, 22000009, 22750030, 20108001] Funding Source: KAKEN
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For the first time, a C-60 derivative (1) and two different lanthanum metallofullerene derivatives, La@C82Py (2) and La-2@C80Py (3), that feature a pyridyl group as a coordination site for transition-metal ions have been synthesized and integrated as electron acceptors into coordinative electron-donor/electron-acceptor hybrids. Zinc tetraphenylporphyrin (ZnP) served as an excited-state electron donor in this respect. Our investigations, by means of steady-state and time-resolved photo-physical techniques found that electron transfer governs the excited-state deactivation in all of these systems, namely 1/ZnP, 2/ZnP, and 3/ZnP, whereas, in the ground state, notable electronic interactions are lacking. Variation of the electron-accepting fullerene or metallofullerene moieties provides the incentive for fine-tuning the binding constants, the charge-separation kinetics, and the charge-recombination kinetics. To this end, the binding constants, which ranged from log K-assoc=3.94-4.38, are dominated by axial coordination, with minor contributions from the orbital overlap of the curved and planar pi systems. The charge-separation and charge-recombination kinetics, which are in the order of 10(10) and 10(8) s(-1), relate to the reduction potential of the fullerene and metallofullerenes, respectively.
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