Wessendorf F, Gnichwitz JF, Sarova G, Hager K, Hartnagel U, Guldi DM, Hirsch A (2007)
Publication Type: Journal article, Original article
Publication year: 2007
Original Authors: Wessendorf F., Gnichwitz J.-F., Sarova G.H., Hager K., Hartnagel U., Guldi D.M., Hirsch A.
Publisher: American Chemical Society
Book Volume: 129
Pages Range: 16057-16071
Journal Issue: 51
DOI: 10.1021/ja075751g
A new modular concept for the self-assembly of electron donor-acceptor complexes is presented that ensures (i) fine-tuning the strength of the complexation, (ii) controlling the electronic coupling to impact electron and energy transfer processes, and (iii) high solubility of the corresponding hybrid architectures This task has been realized through developing a series of porphyrin-fullerene donor-acceptor systems held together by a Hamilton-receptor-based hydrogen-bonding motif. In this context, novel libraries of C monoadducts (1) containing cyanuric acid side chains and of tetraphenylporphyrin derivatives (2) involving the complementary Hamilton-receptor unit were synthesized. The association constants of the corresponding 1:1 complexes (1·2) connected by six hydrogen bonds were determined complementary by NMR and fluorescence assays. Their strength, which was found to be in the range between 3.7 × 10 and 7.9 × 10 M, depends on the nature of the spacers, namely, hexylene versus propylene chains. Finally transient absorption studies revealed photoinduced electron transfer from ZnP to C in the corresponding 1·2 complexes, which generate radical ion pair states that are persistent well beyond the ns time scale. In the case of the analogous SnP complexes, energy instead of electron transfer was observed. This is due to the shift of oxidation potential caused by presence of Sn in the oxidation state of +4. © 2007 American Chemical Society.
APA:
Wessendorf, F., Gnichwitz, J.-F., Sarova, G., Hager, K., Hartnagel, U., Guldi, D.M., & Hirsch, A. (2007). Implementation of a Hamiliton-receptor-based hydrogen-bonding motif toward a new electron donor-acceptor prototype: Electron versus energy transfer. Journal of the American Chemical Society, 129(51), 16057-16071. https://doi.org/10.1021/ja075751g
MLA:
Wessendorf, Florian, et al. "Implementation of a Hamiliton-receptor-based hydrogen-bonding motif toward a new electron donor-acceptor prototype: Electron versus energy transfer." Journal of the American Chemical Society 129.51 (2007): 16057-16071.
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