Journal
ORGANIC LETTERS
Volume 10, Issue 23, Pages 5401-5404Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ol802287k
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Funding
- Basic Research Program of the Korea Science [R02-2004-000-10095-0]
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Reduction on imine moiety (C=N) of quinoxalines by alkyl-/aryllithiums led to a geometrical change on the quinoxaline ring, thereby perturbing the electronic structure to turn on fluorescence emission. Such a structural change resulted in interrupted cyclic-ring systems with electron-donating amine (Sp(3)-type) and electron-accepting imine (Sp(2)-type) units bridged by a phenylene unit. Through either alkylation or arylation, a highly polarized electron donor-electron acceptor bipolar system was established in a single molecule with dramatically enhanced PL efficiency (up to 60%).
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