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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| Main Authors: | , , , |
|---|---|
| Format: | Article (Journal) |
| Language: | English |
| Published: |
06 September 2013
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| In: |
Chemistry of heterocyclic compounds
Year: 2013, Volume: 49, Issue: 6, Pages: 860-871 |
| ISSN: | 1573-8353 |
| DOI: | 10.1007/s10593-013-1320-3 |
| Online Access: | Verlag, lizenzpflichtig, Volltext: https://doi.org/10.1007/s10593-013-1320-3
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| Author Notes: | C. Muschelknautz, B. Mayer, F. Rominger, and T.J.J. Müller |
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| 520 | |a 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. | ||
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