Nickel(II)-Induced Excimer Formation of a Naphthalene-Based Fluorescent Probe for Living Cell Imaging

Abstract

Ni<sup>2+</sup>-induced intramolecular excimer formation of a naphthalene-based novel fluorescent probe, 1-[(naphthalen-3-yl)­methylthio]-2-[(naphthalen-6-yl)­methylthio]­ethane (<b>L</b>), has been investigated for the first time and nicely demonstrated by excitation spectra, a fluorescence lifetime experiment, and <sup>1</sup>H NMR titration. The addition of Ni<sup>2+</sup> to a solution of <b>L</b> (DMSO:water = 1:1, v/v; λ<sub>em</sub> = 345 nm, λ<sub>ex</sub> = 280 nm) quenched its monomer emission, with subsequent enhancement of the excimer intensity (at 430 nm) with an isoemissive point at 381 nm. The fluorescence lifetime of free <b>L</b> (0.3912 ns) is much lower than that of the nickel­(2+) complex (1.1329 ns). <b>L</b> could detect Ni<sup>2+</sup> as low as 1 × 10<sup>–6</sup> M with a fairly strong binding constant, 2.0 × 10<sup>4</sup> M<sup>–1</sup>. Ni<sup>2+</sup>-contaminated living cells of plant origin could be imaged using a fluorescence microscope

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