Indole-azadiene conjugate as a colorimetric and fluorometric probe for selective fluoride ion sensing.
An indole-azadiene conjugate (1), synthesized by facile one-step condensation, behaves as a highly selective probe for detection of fluoride ion both in colorimetric and fluorometric analyses. The probe 1 shows F(-)-selective color change from colorless to yellow and appearance of green fluorescence. 1H NMR analysis and ab initio calculation reveal that the F(-)-induced colorimetric and fluorometric responses of 1 are simply driven by hydrogen bonding interaction between the indolic NH protons and F(-).
Research Center for Solar Energy Chemistry, and Division of Chemical Engineering, Graduate School of Engineering Science, Osaka University, Toyonaka 560-8531, Japan. shiraish@cheng.es.osaka-u.ac.jp
Yasuhiro
Y
Shiraishi
Hajime
H
Maehara
Takayuki
T
Hirai
D003124:Colorimetry / Q000379:methods; D005459:Fluorides / Q000032:analysis*; D005461:Fluorine / Q000032:analysis / Q000737:chemistry*; D005470:Fluorometry / Q000379:methods; D006834:Hydrazines / Q000737:chemistry*; D006860:Hydrogen Bonding; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D011522:Protons; D055672:Static Electricity
C543997:1,4-bis(3-indolyl)-2,3-diaza-1,3-butadiene; D006834:Hydrazines; D007211:Indoles; D011522:Protons; D005461:Fluorine; C030374:indole; D005459:Fluorides