Tuning Charge Transfer Energetics in Reaction Center Mimics via Th-Functionalization of Fullerenes

Guldi DM, Ohkubo K, Hauke F, Hauke F, Hirsch A, Spänig F, Fukuzumi S, Kovács C (2009)

Publication Language: English

Publication Status: Published

Publication Type: Journal article, Online publication

Publication year: 2009

Journal

Journal of the American Chemical Society American Chemical Society

Publisher: American Chemical Society

Book Volume: 131

Pages Range: 8180-8195

Journal Issue: 23

DOI: 10.1021/ja900675t

Abstract

We have introduced an approach of mono- and hexakis-adducts of C-60 involving a T-h-symmetrical addition pattern, where up to 12 ferrocene or 10 ferrocene and one porphyrin units are linked flexibly to C-60 with the objective to systematically raise the energy of the radical ion pair state. A detailed electrochemical and photophysical investigation has shed light onto charge transfer events that depend largely on (i) the functionalization pattern of C-60, (ii) the donor strength of the donor, (iii) the excited-state energy of the predominant chromophore, and (iv) the solvent polarity. Considering (i)-(iv), the presence of the porphyrins is key to providing sufficient driving forces for affording spatially separated radical ion pair states. An ideal scenario, that is, testing ZnP-C-60-(Fc)(10) (19) in benzonitrile and DMF, allows storing nearly 1.7 eV in a nanosecond lived radical ion pair state. In this context, the flexible linkage, powering a through space charge transfer, prevents, however, stabilization of the radical ion pair state beyond nanoseconds.

Authors with CRIS profile

Dirk Michael Guldi Lehrstuhl für Physikalische Chemie I Frank Hauke Lehrstuhl für Organische Chemie II Andreas Hirsch Lehrstuhl für Organische Chemie II

Additional Organisation(s)

Exzellenz-Cluster Engineering of Advanced Materials

Involved external institutions

Osaka University / 大阪大学 JP Japan (JP)

How to cite

APA:

Guldi, D.M., Ohkubo, K., Hauke, F., Hauke, F., Hirsch, A., Spänig, F.,... Kovács, C. (2009). Tuning Charge Transfer Energetics in Reaction Center Mimics via Th-Functionalization of Fullerenes. Journal of the American Chemical Society, 131(23), 8180-8195. https://doi.org/10.1021/ja900675t

MLA:

Guldi, Dirk Michael, et al. "Tuning Charge Transfer Energetics in Reaction Center Mimics via Th-Functionalization of Fullerenes." Journal of the American Chemical Society 131.23 (2009): 8180-8195.

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