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A potential naphthyl-thiazole-based organic dye and a ditopic chromogenic probe for CN and Fe3+ with molecular logic functions

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Abstract

Dye sensitizers are entities designed primarily to serve the function of harvesting light photons in the functional wavelength, which is centered on charge transfer mechanisms. A metal-free dye sensitizer (J) based on the naphthyl-thiazole groups was synthesized via a one-step reaction mechanism and characterized using UV-vis, 1H NMR and fluorescence spectroscopic methods. The applications of J were investigated based on its charge transfer mechanisms of photoinduced electron transfer (PET) and excited-state intermolecular proton transfer (ESIPT) mechanisms. Subsequently, J displayed several charge transfer-based properties complementary to dye sensitizers, chemosensing and molecular logic functions. The properties were investigated and studied primarily in acetonitrile (CH3CN), as a polar solvent of choice. The optical properties of J were investigated through solvatochromism, aided by theoretical recreation, while chemosensing properties were investigated, thereby in the process establishing that J is a ditopic probe which could selectively discriminate CN, F and AcO as well as Fe3+ in CH3CN, among other ions. In addition, the reversibility and reproducibility studies substantiated that J exhibits molecular logic operation properties, based on complementary IMP/INH logic functions. Thus, J can be utilized as a colorimetric molecular switch modulated by CN/Hg2+.

Graphical abstract: A potential naphthyl-thiazole-based organic dye and a ditopic chromogenic probe for CN− and Fe3+ with molecular logic functions

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Supplementary files

Article information


Submitted
28 Jul 2020
Accepted
29 Sep 2020
First published
30 Sep 2020

New J. Chem., 2020, Advance Article
Article type
Paper

A potential naphthyl-thiazole-based organic dye and a ditopic chromogenic probe for CN and Fe3+ with molecular logic functions

V. Uahengo, E. N. Hamukwaya, P. T. Endjala and J. H. Naimhwaka, New J. Chem., 2020, Advance Article , DOI: 10.1039/D0NJ03806G

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