Journal
ANALYST
Volume 137, Issue 5, Pages 1247-1251Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/c2an16132j
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Funding
- UGC [F. PSW 019/10-11 (ERO)), F. PSW 050/09-10 (ERO))]
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A new easy-to-synthesize chemosensor, 3,3'-bis(indolyl)-4-chlorophenylmethane (hereafter S), was designed, synthesized and employed as a selective optical chemosensor for fluoride ions. H-1 NMR and density functional studies on the system have been carried out to determine the nature of the interaction between S and X- (X = inorganic anions) responsible for the significant fluoride-induced changes in the absorption properties of S. The experimental results reveal that abstraction of an acidic proton of S by the fluoride ion, leading to the formation of anionic species, is responsible for the spectral changes. These changes allow signaling for the fluoride ion to detect and estimate the concentration of fluoride ion present even at the submicromolar level, accurate up to 2 mu M. Calculations of the transition energies of S, S-, and S center dot center dot center dot F- (hydrogen bonded complex) show that only S- is responsible for the long-wavelength absorption band in the presence of F-.
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