Consecutive three-component synthesis of film luminescent indolone merocyanines with L-amino acid ester donors

Prop-2-enylidene indolones substituted with L-amino acid esters are obtained in good to excellent yields in a consecutive three-component cyclocarbopalladation, Sonogashira coupling, and Michael addition sequence. While primary L-amino acid esters furnish a mixture of E,E- and E,Z-configurated diast...

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Hauptverfasser: Muschelknautz, Christian (VerfasserIn) , Mayer, B. (VerfasserIn) , Rominger, Frank (VerfasserIn) , Müller, Thomas J. J. (VerfasserIn)
Dokumenttyp: Article (Journal)
Sprache:Englisch
Veröffentlicht: 06 September 2013
In: Chemistry of heterocyclic compounds
Year: 2013, Jahrgang: 49, Heft: 6, Pages: 860-871
ISSN:1573-8353
DOI:10.1007/s10593-013-1320-3
Online-Zugang:Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1007/s10593-013-1320-3
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Verfasserangaben:C. Muschelknautz, B. Mayer, F. Rominger, and T.J.J. Müller
Beschreibung
Zusammenfassung:Prop-2-enylidene indolones substituted with L-amino acid esters are obtained in good to excellent yields in a consecutive three-component cyclocarbopalladation, Sonogashira coupling, and Michael addition sequence. While primary L-amino acid esters furnish a mixture of E,E- and E,Z-configurated diastereomers, L-proline methyl ester selectively and exclusively furnishes the E,E-isomer. As already discovered for other 3-aminoprop-2-enylidene indolones, the drop-casted films of all representatives display pronounced aggregation-induced orange-red fluorescence with large Stokes shifts, while all chromophores are nonemissive in solution.
Beschreibung:Gesehen am 20.07.2021
Beschreibung:Online Resource
ISSN:1573-8353
DOI:10.1007/s10593-013-1320-3