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Ethynylazulenes — Building Blocks for Novel Oligoazulenes with Ethynyl and Butadiynyl Bridges

Fabian, Kai H. H. ; Elwahy, Ahmed H. M. ; Hafner, Klaus (2006)
Ethynylazulenes — Building Blocks for Novel Oligoazulenes with Ethynyl and Butadiynyl Bridges.
In: European Journal of Organic Chemistry, 2006 (3)
doi: 10.1002/ejoc.200500613
Artikel, Bibliographie

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Kurzbeschreibung (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.

Typ des Eintrags: Artikel
Erschienen: 2006
Autor(en): Fabian, Kai H. H. ; Elwahy, Ahmed H. M. ; Hafner, Klaus
Art des Eintrags: Bibliographie
Titel: Ethynylazulenes — Building Blocks for Novel Oligoazulenes with Ethynyl and Butadiynyl Bridges
Sprache: Englisch
Publikationsjahr: 2006
Ort: Darmstadt
Verlag: Wiley-VCH
Titel der Zeitschrift, Zeitung oder Schriftenreihe: European Journal of Organic Chemistry
Jahrgang/Volume einer Zeitschrift: 2006
(Heft-)Nummer: 3
DOI: 10.1002/ejoc.200500613
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Kurzbeschreibung (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.

Freie Schlagworte: Azulenes / Cross-coupling / Oligoazulenes / Oxidative coupling / Palladium
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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