Springer Verlag, Journal of Inclusion Phenomena and Macrocyclic Chemistry, 3-4(76), p. 293-300
DOI: 10.1007/s10847-012-0198-5
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We have designed and synthesized a new chemodosimeter, Benzolin-A, which selectively responds to toxic cyanide by dual colorimetric and fluorescence turn-on responses in buffered aqueous DMSO. In the presence of cyanide, we observe absorbance red shift of 108 nm (color changing from colorless to yellow) and fivefold fluorescence enhancement. The 1 H NMR studies confirm the nucleophilic addition mechanism, and consistent with the experimental findings, the computational work predicts the feasibility of photoelectron transfer or energy transfer process in the native probe, as well as enhanced internal charge transfer in the Benzolin-A-cyanide adduct. Note-worthily, several background anions, such as F -, Cl -, AcO -, SCN -, HSO 4 -, NO 3 -, Br -, I -and H 2 PO 4 -exhibit none or insignificant optical perturbations.