Turning on Fluorescent Emission from C-Alkylation on Quinoxaline Derivatives

  • Son, Ho-Jin
  • Han, Won-Sik
  • Wee, Kyung-Ryang
  • Yoo, Dae-Hwan
  • Lee, Jong-Ho
  • 외 3명
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초록

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%).

키워드

AMORPHOUS MOLECULAR MATERIALSCHARGE-TRANSFER PHOTOPHYSICSELECTRON-TRANSFERELECTROLUMINESCENCEBIPOLARDYESCHROMOPHORESPOLYMERSFLUORENEGREEN
제목
Turning on Fluorescent Emission from C-Alkylation on Quinoxaline Derivatives
저자
Son, Ho-JinHan, Won-SikWee, Kyung-RyangYoo, Dae-HwanLee, Jong-HoKwon, Soon-NamKo, JaejungKang, Sang Ook
DOI
10.1021/ol802287k
발행일
2008-12-04
유형
Article
저널명
Organic Letters
10
23
페이지
5401 ~ 5404