Abstract

Three derivatives of N-acylhydrazone julolidine are synthesized and comparatively investigated for their selectivities as metal ion fluorescent sensors. The compound derived from picolinohydrazide is found to be a turn-on fluorescent sensor for Cu2+ in aqueous DMSO media. The mechanistic investigation suggests that Cu2+ promotes the hydrolysis reaction of picolinohydrazide moiety to generate a highly fluorescent compound julolidine-9-carboxaldehyde which has a maximum emission signal at 420 nm. This probe shows an extraordinary selectivity for Cu2+ over other metal ions with a detection limit of 0.1 ppm. Under the optimal conditions, the determinations of Cu2+ in real water samples are successfully executed.

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