A BODIPY derivative as a highly selective "Off-On" fluorescent chemosensor for hydrogen sulfate anion.
A new fluorescent receptor for 1 anions has been synthesized by the combination of BODIPY dye and indole moiety. The binding and sensing abilities of receptor 1 toward various anions have been studied by absorption, emission and (1)H NMR titrations spectroscopies. Receptor 1 could act as a highly selective "Off-On" fluorescent sensor for hydrogen sulfate anion in CH(3)CN solvent and CH(3)CN-H(2)O medium. The fluorescence response of receptor 1 toward HSO(4)(-) in CH(3)CN solvent could be due to the suppressed PET (photo-induced electron transfer) process induced by the multiple hydrogen bonding interactions between receptor 1 and HSO(4)(-). In CH(3)CN-H(2)O medium, the HSO(4)(-)-induced change is mainly the consequence of a simple protonation of the CH=N- moiety of receptor 1, which inhibited the PET process and "turned on" the fluorescence of 1.
Key Laboratory of Chemistry of Northwestern Plant Resources, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences, Lanzhou 730000, PR China.
Qian
Q
Li
Yong
Y
Guo
Shijun
S
Shao
D000838:Anions / Q000737:chemistry; D001896:Boron Compounds / Q000737:chemistry*; D004579:Electron Transport; D005456:Fluorescent Dyes / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D013056:Spectrophotometry, Ultraviolet; D013464:Sulfuric Acids / Q000032:analysis*
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D000838:Anions; D001896:Boron Compounds; D005456:Fluorescent Dyes; D013464:Sulfuric Acids; C033158:sulfuric acid