Tetrahedron
Tetrahedron
5 years ago

A fluorescence “turn-on” sensor for multiple analytes: OAc− and F− triggered fluorogenic detection of Zn2+ in a co-operative fashion

A fluorescence “turn-on” sensor for multiple analytes: OAc− and F− triggered fluorogenic detection of Zn2+ in a co-operative fashion
7-tert-Butylpyrene-1-azine-salicylaldehyde, L1 has been synthesized as a dual fluorescent chemosensor based on an excited state intramolecular proton transfer (ESIPT) mechanism. Ligand L1 undergoes AcO−/F− triggered sharp fluorescence enhancement towards Zn2+ in a co-operative fashion to form a complex with 2:1 stoichiometry. In order to investigate the influence of the 7-tert-butyl group, pyrene-1-azine-salicylaldehyde, L2 was also prepared. With ligand L1, fluorescence enhancement in acetonitrile solution is found to be twice as large than with ligand L2. The association constants of L1(O−)2 ⊃Zn2+ in the presence of AcO− and F− were determined to be K a2 = 9.2 × 108 M−1 and 1.5 × 106 M−1, respectively using a 2:1 binding model. The results of a DFT interaction study were consistent with the experimental results.

Publisher URL: www.sciencedirect.com/science

DOI: S0040402017307883

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