New rhodamine based molecules have been designed as dual probes for the ppb-level selective detection of Hg2+ and F-ions in aqueous medium at physiological pH 7.4. The probes have been designed in such a way to utilize both the properties of the metal ion induced 'turn-on' detection mechanism of the spirolactam ring opening of the rhodamine moiety and the reaction based cleavage of the O-silyl bond in presence of the fluoride ion. The probes have been synthesized conveniently by coupling rhodamine hydrazone with O-silyl protected mono-and di-hydroxybenzaldehydes. Both the probes showed a 'turn-on' detection of the fluoride ion due to the cleavage of the O-silyl bond upon treatment with the added F-ion. However, the probes showed selective 'turn-on' detection of Hg2+ ion by opening of the spirolactam ring. The two detection mechanisms worked in isolation and hence the corresponding spectral responses appeared completely independent of each other. The presence of Hg2+ in solution induced generation of an intense pink color with bright green fluorescence emission. In contrast a deep yellow color with yellow fluorescence was observed upon addition of the fluoride ion to the probe solution. Two different mechanisms of interactions have been proposed on the basis of H-1-NMR, IR and mass spectrometric studies. Thus, using a single probe the selective sensing of two different ions could be achieved in aqueous medium well below their permitted limit of detection.
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