Eiermann, Matthias ; Stowasser, Bernd ; Hafner, Klaus ; Bierwirth, Klaus ; Frank, Anette ; Lerch, Alexander ; Reußwig, Jürgen (1990)
Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes.
In: Chemische Berichte, 123 (6)
doi: 10.1002/cber.19901230636
Artikel, Bibliographie
Dies ist die neueste Version dieses Eintrags.
Kurzbeschreibung (Abstract)
The application of the principle of kinetic stabilization on vinylogous 6-(cyclopentadienyl)pentafulvenes 1 led to the synthesis of the di- and tetra-tert-butyl derivatives 7a – e and 8a - c. Their reactions with bases and acids form charged, heteroatom-free cyanine-type carbanionic 9a - e, 10a – e and carbocationic 11a – e, 12a – c species which were characterized with NMR and UV/Vis spectroscopy. Conclusions on the ion pair structures of the alkali metal salts 9a - e and 10a – c are drawn from the spectroscopic data. Additionally, in one case the behavior of the alkali metal salt 10b towards oxidants was studied by cyclic voltammetry and the structure of the corresponding hydrocarbon 8b was proved by X-ray structural analysis.
| Typ des Eintrags: | Artikel |
|---|---|
| Erschienen: | 1990 |
| Autor(en): | Eiermann, Matthias ; Stowasser, Bernd ; Hafner, Klaus ; Bierwirth, Klaus ; Frank, Anette ; Lerch, Alexander ; Reußwig, Jürgen |
| Art des Eintrags: | Bibliographie |
| Titel: | Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes |
| Sprache: | Englisch |
| Publikationsjahr: | 1990 |
| Ort: | Darmstadt |
| Verlag: | Wiley |
| Titel der Zeitschrift, Zeitung oder Schriftenreihe: | Chemische Berichte |
| Jahrgang/Volume einer Zeitschrift: | 123 |
| (Heft-)Nummer: | 6 |
| DOI: | 10.1002/cber.19901230636 |
| Zugehörige Links: | |
| Kurzbeschreibung (Abstract): | The application of the principle of kinetic stabilization on vinylogous 6-(cyclopentadienyl)pentafulvenes 1 led to the synthesis of the di- and tetra-tert-butyl derivatives 7a – e and 8a - c. Their reactions with bases and acids form charged, heteroatom-free cyanine-type carbanionic 9a - e, 10a – e and carbocationic 11a – e, 12a – c species which were characterized with NMR and UV/Vis spectroscopy. Conclusions on the ion pair structures of the alkali metal salts 9a - e and 10a – c are drawn from the spectroscopic data. Additionally, in one case the behavior of the alkali metal salt 10b towards oxidants was studied by cyclic voltammetry and the structure of the corresponding hydrocarbon 8b was proved by X-ray structural analysis. |
| Freie Schlagworte: | Pentafulvene, derivatives / Alkali metal - carbanion pair structure / Cyclic voltammetry / Electrochemistry / Reversible pentafulvene protonation |
| Sachgruppe der Dewey Dezimalklassifikatin (DDC): | 500 Naturwissenschaften und Mathematik > 540 Chemie |
| Fachbereich(e)/-gebiet(e): | 07 Fachbereich Chemie 07 Fachbereich Chemie > Clemens-Schöpf-Institut 07 Fachbereich Chemie > Clemens-Schöpf-Institut > Fachgebiet Organische Chemie |
| Hinterlegungsdatum: | 02 Aug 2024 12:45 |
| Letzte Änderung: | 02 Aug 2024 12:45 |
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Verfügbare Versionen dieses Eintrags
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Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes. (deposited 22 Nov 2022 10:36)
- Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes. (deposited 02 Aug 2024 12:45) [Gegenwärtig angezeigt]
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