Redox-controlled hydrogen bonding: turning a superbase into a strong hydrogen-bond donor
Abstract Herein the synthesis, structures and properties of hydrogen-bonded aggregates involving redox-active guanidine superbases are reported. Reversible hydrogen bonding is switched on by oxidation of the hydrogen-donor unit, and leads to formation of aggregates in which the hydrogen-bond donor u...
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| Hauptverfasser: | , , , , , |
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| Dokumenttyp: | Article (Journal) |
| Sprache: | Englisch |
| Veröffentlicht: |
April 22, 2014
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| In: |
Chemistry - a European journal
Year: 2014, Jahrgang: 20, Heft: 20, Pages: 5914-5925 |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201304882 |
| Online-Zugang: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1002/chem.201304882 Verlag, lizenzpflichtig, Volltext: https://chemistry-europe.onlinelibrary.wiley.com/doi/full/10.1002/chem.201304882 
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| Verfasserangaben: | Ute Wild, Christiane Neuhäuser, Sven Wiesner, Elisabeth Kaifer, Hubert Wadepohl, and Hans-Jörg Himmel |
| Zusammenfassung: | Abstract Herein the synthesis, structures and properties of hydrogen-bonded aggregates involving redox-active guanidine superbases are reported. Reversible hydrogen bonding is switched on by oxidation of the hydrogen-donor unit, and leads to formation of aggregates in which the hydrogen-bond donor unit is sandwiched by two hydrogen-bond acceptor units. Further oxidation (of the acceptor units) leads again to deaggregation. Aggregate formation is associated with a distinct color change, and the electronic situation could be described as a frozen stage on the way to hydrogen transfer. A further increase in the basicity of the hydrogen-bond acceptor leads to deprotonation reactions. |
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| Beschreibung: | Gesehen am 20.08.2020 |
| Beschreibung: | Online Resource |
| ISSN: | 1521-3765 |
| DOI: | 10.1002/chem.201304882 |