Fabian, Kai H. H. ; Elwahy, Ahmed H. M. ; Hafner, Klaus (2022):
Ethynylazulenes — Building Blocks for Novel Oligoazulenes with Ethynyl and Butadiynyl Bridges. (Publisher's Version)
In: European Journal of Organic Chemistry, 2006 (3), pp. 791-802. Wiley-VCH, e-ISSN 1099-0690,
DOI: 10.26083/tuprints-00022402,
[Article]
Abstract
The azulenes 3a,b, 6a,b, 9, 12 and 15 ethynylated in the five-membered ring were prepared by Pd-catalysed cross-coupling of the corresponding iodoazulenes 1a,b, 4a,b, 7, 10 and 13, respectively, with trimethylsilylacetylene and subsequent desilylation. The synthesis of some acyclic oligomers 23–30, 32–36 and 38–40 from these ethynylazulenes could be accomplished by oxidative Eglinton coupling as well as Pd/Cu-catalysed cross-coupling reactions with the appropriate iodoazulenes 1a,b, 4b, 31 and 34. The UV/Vis spectra of the novel oligomers 32, 35 and 36 allow an estimation of the bandgap (Eg) of poly(1,3-azulenylethynylene)s lower than 2 eV.
| Item Type: | Article |
|---|---|
| Erschienen: | 2022 |
| Creators: | Fabian, Kai H. H. ; Elwahy, Ahmed H. M. ; Hafner, Klaus |
| Origin: | Secondary publication service |
| Status: | Publisher's Version |
| Title: | Ethynylazulenes — Building Blocks for Novel Oligoazulenes with Ethynyl and Butadiynyl Bridges |
| Language: | English |
| Abstract: | The azulenes 3a,b, 6a,b, 9, 12 and 15 ethynylated in the five-membered ring were prepared by Pd-catalysed cross-coupling of the corresponding iodoazulenes 1a,b, 4a,b, 7, 10 and 13, respectively, with trimethylsilylacetylene and subsequent desilylation. The synthesis of some acyclic oligomers 23–30, 32–36 and 38–40 from these ethynylazulenes could be accomplished by oxidative Eglinton coupling as well as Pd/Cu-catalysed cross-coupling reactions with the appropriate iodoazulenes 1a,b, 4b, 31 and 34. The UV/Vis spectra of the novel oligomers 32, 35 and 36 allow an estimation of the bandgap (Eg) of poly(1,3-azulenylethynylene)s lower than 2 eV. |
| Journal or Publication Title: | European Journal of Organic Chemistry |
| Volume of the journal: | 2006 |
| Issue Number: | 3 |
| Place of Publication: | Darmstadt |
| Publisher: | Wiley-VCH |
| Uncontrolled Keywords: | Azulenes / Cross-coupling / Oligoazulenes / Oxidative coupling / Palladium |
| Divisions: | 07 Department of Chemistry 07 Department of Chemistry > Organ Chemistry |
| Date Deposited: | 23 Nov 2022 10:38 |
| DOI: | 10.26083/tuprints-00022402 |
| URL / URN: | https://tuprints.ulb.tu-darmstadt.de/22402 |
| URN: | urn:nbn:de:tuda-tuprints-224027 |
| PPN: | |
| Corresponding Links: | |
| Export: | |
| Suche nach Titel in: | TUfind oder in Google |
 |
Send an inquiry |
Options (only for editors)
 |
Show editorial Details |
Drucken
Impressum