Designing of Push–Pull Chromophores with Tunable Electronic and Luminescent Properties Using Urea as the Electron Donor
Urea-functionalized 4-ethynylbenzenes undergo facile formal [2 + 2] cycloaddition followed by retroelectrocyclization upon reaction with tetracyanoethylene, yielding 1,1,4,4-tetracyanobuta-1,3-dienes-based push–pull chromophores. Unlike the N,N′-dialkylamino group, urea functionalization provides ea...
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Veröffentlicht in: | Journal of organic chemistry 2019-07, Vol.84 (14), p.8941-8947 |
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Hauptverfasser: | , , , , , , , , |
Format: | Artikel |
Sprache: | eng |
Online-Zugang: | Volltext |
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Zusammenfassung: | Urea-functionalized 4-ethynylbenzenes undergo facile formal [2 + 2] cycloaddition followed by retroelectrocyclization upon reaction with tetracyanoethylene, yielding 1,1,4,4-tetracyanobuta-1,3-dienes-based push–pull chromophores. Unlike the N,N′-dialkylamino group, urea functionalization provides easy access to further functionalization on these chromophores. The resulting chromophores exhibit unexpected white light emissions apart from various inherent properties like intramolecular charge-transfer band and redox behavior. |
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ISSN: | 0022-3263 1520-6904 |
DOI: | 10.1021/acs.joc.9b00841 |