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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Published inJournal of organic chemistry Vol. 84; no. 14; pp. 8941 - 8947
Main Authors Dar, Arif Hassan, Gowri, Vijayendran, Gopal, Arya, Muthukrishnan, Azhagumuthu, Bajaj, Ashima, Sartaliya, Shaifali, Selim, Abdul, Ali, Md. Ehesan, Jayamurugan, Govindasamy
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.07.2019
Amer Chemical Soc
Subjects
Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
TETRACYANOBUTADIENES
CYCLOADDITION
YNAMIDES
TETRACYANOETHYLENE
COMPLEXES
CHEMISTRY
REACTIVITY
CRYSTAL-STRUCTURES
RUTHENIUM
SYSTEMS
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Summary: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.
Bibliography:ObjectType-Article-1
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ISSN:0022-3263
1520-6904
DOI:10.1021/acs.joc.9b00841