Eiermann, Matthias ; Stowasser, Bernd ; Hafner, Klaus ; Bierwirth, Klaus ; Frank, Anette ; Lerch, Alexander ; Reußwig, Jürgen (2022):
Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes. (Publisher's Version)
In: Chemische Berichte, 123 (6), pp. 1421-1431. Wiley, e-ISSN 1099-0682,
DOI: 10.26083/tuprints-00022379,
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Chemische Berichte - Juni 1990 - Eiermann - Synthesis and Properties of Vinylogous 6‐ Cyclopentadienyl pentafulvenes.pdf Copyright Information: In Copyright. Download (2MB) |
Item Type: | Article |
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Origin: | Secondary publication service |
Status: | Publisher's Version |
Title: | Synthesis and Properties of Vinylogous 6-(Cyclopentadienyl)pentafulvenes |
Language: | English |
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. |
Journal or Publication Title: | Chemische Berichte |
Volume of the journal: | 123 |
Issue Number: | 6 |
Place of Publication: | Darmstadt |
Publisher: | Wiley |
Uncontrolled Keywords: | Pentafulvene, derivatives / Alkali metal - carbanion pair structure / Cyclic voltammetry / Electrochemistry / Reversible pentafulvene protonation |
Classification DDC: | 500 Naturwissenschaften und Mathematik > 540 Chemie |
Divisions: | 07 Department of Chemistry > Organ Chemistry |
Date Deposited: | 22 Nov 2022 10:36 |
Last Modified: | 21 Apr 2023 11:54 |
DOI: | 10.26083/tuprints-00022379 |
Corresponding Links: | |
URN: | urn:nbn:de:tuda-tuprints-223798 |
URI: | https://tuprints.ulb.tu-darmstadt.de/id/eprint/22379 |
PPN: | 507152638 |
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