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A Hexa-quinoline based C3-Symmetric Chemosensor for Dual Sensing of Zinc (II) and PPi in Aqueous Medium via Chelation Induced “OFF-ON-OFF” Emission

Abstract

A quinoline-based C3-symmetric fluorescent probe (1), N,N',N''-((2,4,6-trimethylbenzene-1,3,5-triyl)tris(methylene))tris(1-(quinolin-2-yl)-N-(quinolin-2-ylmethyl)methanamine) has been developed which can selectively detect Zn2+ without the interference of Cd2+ via significant enhancement in emission intensity (fluorescence “Turn-ON”) associated with distinct fluorescence colour changes and very low detection limits (35.60 x 10-9 M in acetonitrile and 29.45 x 10-8 M in 50% aqueous buffer (10 mM HEPES, pH=7.4)-acetonitrile media). Importantly, this sensor is operative with a broad pH window (pH 4-10). The sensing phenomenon has been duly studied through UV-vis, steady-state, and time-resolved fluorescence spectroscopic methods indicating 1:3 stoichiometric binding between 1 and Zn2+ which is further corroborated by 1H NMR studies. Density functional theoretical (DFT) calculations provide the optimized molecular geometry and properties of the zinc complex, 1[Zn(ClO4)]33+, which is proposed to be formed in acetonitrile. The results are in line with the solution-state experimental findings. The single crystal X-ray study provides the solid state structure of the trinuclear Zn2+ complex having solubility in aqueous buffer (10 mM HEPES, pH=7.4). Finally, the resulting trinuclear Zn2+ complex has been utilized as a fluorescence “Turn-Off” sensor for selective detection of pyrophosphate in 70% aqueous buffer (10 mM HEPES, pH=7.4)-acetonitrile solvent with nanomolar detection limit (45.37 x 10-9 M).

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Publication details

The article was received on 13 Feb 2018, accepted on 17 Apr 2018 and first published on 17 Apr 2018


Article type: Paper
DOI: 10.1039/C8DT00611C
Citation: Dalton Trans., 2018, Accepted Manuscript
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    A Hexa-quinoline based C3-Symmetric Chemosensor for Dual Sensing of Zinc (II) and PPi in Aqueous Medium via Chelation Induced “OFF-ON-OFF” Emission

    P. Ghosh, S. Sinha, B. Chowdhury and N. N. Adarsh, Dalton Trans., 2018, Accepted Manuscript , DOI: 10.1039/C8DT00611C

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