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Oligonuclear ferrocene amides : mixed-valent peptides and redox-switchable foldamers

Oligonuclear ferrocene amides : mixed-valent peptides and redox-switchable foldamers

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SIEBLER, Daniel, Michael LINSEIS, Teuta GASI, Luca M. CARELLA, Rainer WINTER, Christoph FÖRSTER, Katja HEINZE, 2011. Oligonuclear ferrocene amides : mixed-valent peptides and redox-switchable foldamers. In: Chemistry - A European Journal. 17(16), pp. 4540-4551. ISSN 0947-6539. eISSN 1521-3765

@article{Siebler2011-04-11Oligo-13939, title={Oligonuclear ferrocene amides : mixed-valent peptides and redox-switchable foldamers}, year={2011}, doi={10.1002/chem.201002101}, number={16}, volume={17}, issn={0947-6539}, journal={Chemistry - A European Journal}, pages={4540--4551}, author={Siebler, Daniel and Linseis, Michael and Gasi, Teuta and Carella, Luca M. and Winter, Rainer and Förster, Christoph and Heinze, Katja} }

<rdf:RDF xmlns:rdf="http://www.w3.org/1999/02/22-rdf-syntax-ns#" xmlns:bibo="http://purl.org/ontology/bibo/" xmlns:dc="http://purl.org/dc/elements/1.1/" xmlns:dcterms="http://purl.org/dc/terms/" xmlns:xsd="http://www.w3.org/2001/XMLSchema#" > <rdf:Description rdf:about="https://kops.uni-konstanz.de/rdf/resource/123456789/13939"> <dc:date rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-07-06T13:37:22Z</dc:date> <dc:creator>Förster, Christoph</dc:creator> <dcterms:issued>2011-04-11</dcterms:issued> <dc:creator>Winter, Rainer</dc:creator> <dc:contributor>Carella, Luca M.</dc:contributor> <dc:contributor>Siebler, Daniel</dc:contributor> <dc:contributor>Linseis, Michael</dc:contributor> <dc:rights>deposit-license</dc:rights> <dcterms:title>Oligonuclear ferrocene amides : mixed-valent peptides and redox-switchable foldamers</dcterms:title> <bibo:uri rdf:resource="http://kops.uni-konstanz.de/handle/123456789/13939"/> <dc:creator>Gasi, Teuta</dc:creator> <dc:contributor>Förster, Christoph</dc:contributor> <dcterms:available rdf:datatype="http://www.w3.org/2001/XMLSchema#dateTime">2011-07-06T13:37:22Z</dcterms:available> <dc:creator>Linseis, Michael</dc:creator> <dcterms:bibliographicCitation>Publ. in: Chemistry : a European journal 17 (2011), 16, pp. 4540–4551</dcterms:bibliographicCitation> <dcterms:rights rdf:resource="http://nbn-resolving.org/urn:nbn:de:bsz:352-20140905103605204-4002607-1"/> <dc:language>eng</dc:language> <dc:contributor>Heinze, Katja</dc:contributor> <dc:creator>Carella, Luca M.</dc:creator> <dcterms:abstract xml:lang="eng">Trinuclear ferrocene tris-amides were synthesized from an Fmoc- or Boc-protected ferrocene amino acid, and hydrogen-bonded zigzag conformations were determined by NMR spectroscopy, molecular modelling, and X-ray diffraction. In these ordered secondary structures orientation of the individual amide dipole moments approximately in the same direction results in a macrodipole moment similar to that of α-helices composed of α-amino acids. Unlike ordinary α-amino acids, the building blocks in these ferrocene amides with defined secondary structure can be sequentially oxidized to mono-, di-, and trications. Singly and doubly charged mixed-valent cations were probed experimentally by Vis/NIR, paramagnetic 1H NMR and Mössbauer spectroscopy and investigated theoretically by DFT calculations. According to the appearance of intervalence charge transfer (IVCT) bands in solution, the ferrocene/ferrocenium amides are described as Robin–Day class II mixed-valent systems. Mössbauer spectroscopy indicates trapped valences in the solid state. The secondary structure of trinuclear ferrocene tris-amides remains intact (coiled form) upon oxidation to mono- and dications according to DFT calculations, while oxidation to the trication should break the intramolecular hydrogen bonding and unfold the ferrocene peptide (uncoiled form).</dcterms:abstract> <dc:creator>Heinze, Katja</dc:creator> <dc:contributor>Gasi, Teuta</dc:contributor> <dc:contributor>Winter, Rainer</dc:contributor> <dc:creator>Siebler, Daniel</dc:creator> </rdf:Description> </rdf:RDF>

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