One-pot synthesis of coumarin-based oxazabicyclic and oxazatricyclic compounds and their fluorescence redox switching properties.
An oxazabicycle and an oxazatricycle were efficiently synthesized by coupling of coumarins and N-alkylquinolium or isoquinolium salt to investigate their fluorescence redox-switching properties. Chemical reduction of the strongly fluorescent oxazabicycle and oxazatricycle results in the ring-opened products with a distinct decrease in emission intensity. Both resulting ring-opened species can be swiftly reverted to the original ring-closed forms by oxidation.
Lin
Chi-Hui
CH
Department of Chemistry, Tunghai University, 181 Taichung-Kang Road Sec.3, Taichung 407, Taiwan.
Jhang
Jing-Fu
JF
Yang
Ding-Yah
DY