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Lederer M, Hahn U, Strub JM, et al. Probing Supramolecular Interactions between a Crown Ether Appended Zinc Phthalocyanine and an Ammonium Group Appended to a C. Chemistry. 2016;22(6):2051-2059doi: 10.1002/chem.201503315.
Lederer, M., Hahn, U., Strub, J. M., Cianférani, S., Van Dorsselaer, A., Nierengarten, J. F., Torres, T., & Guldi, D. M. (2016). Probing Supramolecular Interactions between a Crown Ether Appended Zinc Phthalocyanine and an Ammonium Group Appended to a C. Chemistry (Weinheim an der Bergstrasse, Germany), 22(6), 2051-2059. https://doi.org/10.1002/chem.201503315
Lederer, Marcus, et al. "Probing Supramolecular Interactions between a Crown Ether Appended Zinc Phthalocyanine and an Ammonium Group Appended to a C." Chemistry (Weinheim an der Bergstrasse, Germany) vol. 22,6 (2016): 2051-2059. doi: https://doi.org/10.1002/chem.201503315
Lederer M, Hahn U, Strub JM, Cianférani S, Van Dorsselaer A, Nierengarten JF, Torres T, Guldi DM. Probing Supramolecular Interactions between a Crown Ether Appended Zinc Phthalocyanine and an Ammonium Group Appended to a C. Chemistry. 2016 Feb;22(6):2051-2059. doi: 10.1002/chem.201503315. Epub 2016 Jan 07. PMID: 26744015.
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Chemistry. 2016 Feb;22(6):2051-2059. doi: 10.1002/chem.201503315. Epub 2016 Jan 07.

Probing Supramolecular Interactions between a Crown Ether Appended Zinc Phthalocyanine and an Ammonium Group Appended to a C.

Chemistry (Weinheim an der Bergstrasse, Germany)

Marcus Lederer, Uwe Hahn, Jean-Marc Strub, Sarah Cianférani, Alain Van Dorsselaer, Jean-François Nierengarten, Tomas Torres, Dirk M Guldi

Affiliations

  1. Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-, Nürnberg, Egerlandstrasse 3, 91058, Erlangen, Germany), Fax.
  2. Departamento de Química Orgánica, Universidad Autónoma de Madrid, 28049, Madrid, Spain), Fax.
  3. Laboratoire de Chimie des Matériaux Moléculaires, Université de Strasbourg et CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux (ECPM), 25 rue Becquerel, 67087, Strasbourg Cedex 2, France), Fax.
  4. BioOrganic Mass Spectrometry Laboratory (LSMBO), IPHC, Université de Strasbourg, CNRS UMR7178, 25 rue Becquerel, 67087, Strasbourg, France.
  5. Laboratoire de Chimie des Matériaux Moléculaires, Université de Strasbourg et CNRS (UMR 7509), Ecole Européenne de Chimie, Polymères et Matériaux (ECPM), 25 rue Becquerel, 67087, Strasbourg Cedex 2, France), Fax. [email protected].
  6. Departamento de Química Orgánica, Universidad Autónoma de Madrid, 28049, Madrid, Spain), Fax. [email protected].
  7. IMDEA-Nanociencia, c/Faraday 9, Campus de Cantoblanco, 28049, Madrid, Spain. [email protected].
  8. Department of Chemistry and Pharmacy, Interdisciplinary Center for Molecular Materials (ICMM), Friedrich-Alexander-Universität Erlangen-, Nürnberg, Egerlandstrasse 3, 91058, Erlangen, Germany), Fax. [email protected].

PMID: 26744015 DOI: 10.1002/chem.201503315

Abstract

Self-assembly driven by crown ether complexation of zinc phthalocyanines equipped with one 18-crown-6 moiety and fullerenes bearing an ammonium head group afforded a novel donor-acceptor hybrid. In reference experiments, fullerenes containing a Boc-protected amine functionality have been probed. The circumvention of zinc phthalocyanine aggregation is important for the self-assembly, which required the addition of pyridine. From absorption and fluorescence titration assays, which provided sound and unambiguous evidence for mutual interactions between the electron donor and the electron acceptor within the hybrids, association constants in the order of 8.0×10

© 2016 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

Keywords: charge transfer; crown ethers; donor-acceptor systems; fullerenes; mass spectrometry; phthalocyanines

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