A novel colorimetric
BODIPY-based probe for selective
detection
of fluoride and cyanide has been developed. The color of the solution
significantly changes upon addition of fluoride and cyanide ions with
detection limits of 2.2 × 10–7 and 1.8 ×
10–7 M calculated by UV–vis absorption method
for F– and CN– respectively. An
unprecedented phenomenon about the interaction of cyanide ions with
the probe was discovered which has not been reported yet. The green
color of the paper strip in the presence of cyanide ions changes with
time. This observation indicates that unlike fluoride, the cyanide
ion interaction with the probe is beyond mere deprotonation of the
phenolic group rather envisaged as nucleophilic addition reaction.
The phenomenon was also observed in the solution phase and subsequently
the reaction order and rate constant of the reaction were determined
from absorption versus time graph which were found to be first order
and 0.3465 s–1 respectively. The emission spectra
also showed different behavior of interaction with time for the two
ions. The rate of the reaction was found to be independent of the
solvent polarity. The plausible mechanism of the reaction between
cyanide and fluoride ions with the probe was proposed based on 1H NMR titration experiments and mass spectrometry.
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