Fluorescent Non-planar Push-pull Chromophores:
Urea-functionalized
4-ethynylbenzenes under- go 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 behaviour (more details,
please read: J. Org. Chem. 2019, 84, 8941-8947. DOI: doi.org/10.1021/acs.joc.9b00841)
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