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
Hauptverfasser: Dar, Arif Hassan, Gowri, Vijayendran, Gopal, Arya, Muthukrishnan, Azhagumuthu, Bajaj, Ashima, Sartaliya, Shaifali, Selim, Abdul, Ali, Md. Ehesan, Jayamurugan, Govindasamy
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Sprache:eng
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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.
ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00841