Architecture of multi-channel and easy-to-make sensors for selective and sensitive Hg²⁺ ion recognition through Hg‒C and Hg‒N bonds of naphthoquinone-aniline/pyrene union

The aim of this work is, for the first time, to develop new inexpensive, easy-to-make and multi–channel receptors, naphthoquinone-aniline/pyrene union ((Nq—An) and (Nq—Pyr)) and their Hg²⁺ complexes [Hg—(Nq—An)₂] and [Hg—(Nq—Pyr)₂] to supply an efficient solution to critical deficiencies to be encountered for Hg²⁺ recognition. This study is based on colorimetric, fluorometric, and voltammetric methods for determination of Hg²⁺ ions through Hg-C and Hg-N binding mode of the naphthoquinone-aniline/pyrene union in aqueous media. The binding mode of the receptors with Hg²⁺ cation was confirmed by usual characterization techniques for the synthesized Hg²⁺-complexes [Hg—(Nq—An)₂] / [Hg—(Nq—Pyr)₂] and voltammetric, ¹H NMR titration experiments as well as Job's method, indicating a 2:1 complex between the receptors and Hg²⁺ cation. The receptors showed a considerable color switching from orange to pink along with a red-shift of absorption wavelength, and fluorescence enhancement via the Chelation Enhanced Fluorescence effect (CHEF), and distinctive changes on the voltammogram of the electroactive naphthoquinone unit with Hg²⁺ cation. The experiments indicate that the sensors are highly selective and sensitive toward Hg²⁺ among the studied metal ions in aqueous media compared with other reported Hg²⁺ sensors.