Zn2+ detection of a benzimidazole 8-aminoquinoline fluorescent sensor by inhibited tautomerization

Taş, Harun; Adams, Jörg GND; Namyslo, Jan C. GND; Schmidt, Andreas GND

A new fluorescent chemosensor based on 8-aminoquinoline L1 bearing a benzimidazole moiety was synthesized, which exists as two predominant tautomers L1A and L1B in diluted DMSO-d6 solution. Among various metal ions, L1 showed a highly selective and sensitive turn-on fluorescence response to the presence of Zn2+ ions in methanol. The detection limit for Zn2+ by L1 was calculated to be 1.76 x 10-7 M. The 1 : 1 complexation ratio of the L1–Zn complex was confirmed through Job plot measurements. Complexation studies were performed by FT-IR, NMR and HR-ESI MS measurements and DFT calculations. With the gained insight, it was possible to successfully apply L1 in water sample analysis.

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Taş, Harun / Adams, Jörg / Namyslo, Jan C. / et al: Zn2+ detection of a benzimidazole 8-aminoquinoline fluorescent sensor by inhibited tautomerization. 2021.

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