Quantitative transduction of excited-state energy in fluorophore- heterofullerene conjugates

Hauke F, Hirsch A, Atalick S, Guldi DM, Hauke F (2005)

Publication Language: English

Publication Type: Journal article, Original article

Publication year: 2005

Journal

European Journal of Organic Chemistry Wiley-VCH Verlag

Original Authors: Hauke F., Hirsch A., Atalick S., Guldi D.

Publisher: Wiley-VCH Verlag

Pages Range: 1741-1751

Journal Issue: 9

DOI: 10.1002/ejoc.200400771

Abstract

A novel series of fluorophore-heterofullerene conjugates 10-14 - the fluorophores range from benzene, naphthalene, phenanthrene, and fluorene to pyrene - was synthesized. NMR spectroscopy and quantum mechanical calculations demonstrate that the flexibility of the acetyl-group linker opens the way for conformations with π-π stacking interactions between the chromophores. This leads to favorable electronic communication between the two subsystems and is reflected in a series of ground- and excited-state assays ranging from fluorescence to fast transient absorption measure ments. It was found that a common deactivation process of the photoexcited fluorophores takes place, namely, a quantitative transduction of singlet excited state, yielding the heterofullerene singlet excited state. This reaction pathway leads to the long-lived and highly reactive fullerene triplet state, which forms, in a reaction with molecular oxygen, a cytotoxic oxygen species (i.e. singlet oxygen). © Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2005.

Authors with CRIS profile

Frank Hauke Zentralinstitut für Neue Materialien und Prozesstechnik Andreas Hirsch Lehrstuhl für Organische Chemie II Dirk Michael Guldi Lehrstuhl für Physikalische Chemie I

Involved external institutions

University of Notre Dame du Lac US United States (USA) (US)

How to cite

APA:

Hauke, F., Hirsch, A., Atalick, S., Guldi, D.M., & Hauke, F. (2005). Quantitative transduction of excited-state energy in fluorophore- heterofullerene conjugates. European Journal of Organic Chemistry, 9, 1741-1751. https://dx.doi.org/10.1002/ejoc.200400771

MLA:

Hauke, Frank, et al. "Quantitative transduction of excited-state energy in fluorophore- heterofullerene conjugates." European Journal of Organic Chemistry 9 (2005): 1741-1751.

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