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Interfacing Tetrapyridyl-C60 with Porphyrin Dimers via π-Conjugated Bridges: Artificial Photosynthetic Systems with Ultrafast Charge Separation

Abstract

Abstract: We report on the synthesis, characterization and photophysical properties of a donor-bridge-acceptor supramolecular hybrid system, consisting of a tetrapyridyl fullerene derivative (C60-tpyr) as electron acceptor, with the four pyridyl groups as part of oligophenyleneethynylene/phenylenevinylene bridges and zinc porphyrin dimers (ZnP2) as electron donor species. Based on metal-to-ligand coordination between the zinc metal centers of ZnP2 and the four pyridyl entities of C60-tpyr, strong binding for the formation of C60-tpyr•(ZnP2)2 of 5 x 105 M-1 was evidenced. Insights into electronic interactions between the photoactive ZnP2 units and C60-tpyr emanated from complementary physicochemical assays, which were further supported by theoretical calculations. Notably, absorption and emission titration assays revealed strong interactions between the electron donor and acceptor species within C60-tpyr•(ZnP2)2, both in the ground and excited state. Moreover, femtosecond and nanosecond laser photolysis transient absorption measurements were performed and provided solid evidence for intramolecular electron transfer processes derived from the singlet excited state of ZnP2 to C60-tpyr. Comparison with systems in which either four monomeric zinc porphyrins (ZnP) were complexed with C60-tpyr or a ZnP2 was coordinated with a dipyridylfullerene, revealed the beneficial role of C60-tpyr in increasing the lifetime of charge-separation.

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Publication details

The article was received on 18 May 2018, accepted on 12 Jul 2018 and first published on 12 Jul 2018


Article type: Paper
DOI: 10.1039/C8CP03172J
Citation: Phys. Chem. Chem. Phys., 2018, Accepted Manuscript
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    Interfacing Tetrapyridyl-C60 with Porphyrin Dimers via π-Conjugated Bridges: Artificial Photosynthetic Systems with Ultrafast Charge Separation

    C. Stangel, F. Plass, A. Charisiadis, E. Giannoudis, G. Charalambidis, K. Karikis, G. Rotas, G. Zervaki, N. Lathiotakis, N. Tagmatarchis, A. Kahnt and A. G. G. Coutsolelos, Phys. Chem. Chem. Phys., 2018, Accepted Manuscript , DOI: 10.1039/C8CP03172J

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