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Issue 14, 2013
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A new bis-tetraamine ligand with a chromophoric 4-(9-anthracenyl)-2,6-dimethylpyridinyl linker for glyphosate and ATP sensing

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Abstract

The synthesis of a new linear bis-tetraamine ligand L1, based on two 1,4,8,11-tetraazaundecane units grafted at the 2 and 6 positions of a pyridinyl linker substituted by an anthracenyl fluorophore in the para position, is described and anion complexation studies of L1 with anionic substrates are reported. The protonation pattern and the study of the binding properties of L1 in an aqueous medium with two anionic substrates, the nucleotide adenosine triphosphate (ATP) and the herbicide glyphosate (N-(phosphonomethyl)glycine, PMG), were investigated by means of potentiometry, NMR spectroscopy and absorption and emission spectroscopic techniques. To decipher the impact of the chromophoric linker on the complexation process and to highlight its optical properties, a comparison is established with its previously reported analog L2 devoid of the anthracenyl group. The results unambiguously show that the protonation and complexation properties are preserved despite the presence of the bulky linker, allowing for the use of L1 as a fluorescent sensor for ATP and PMG.

Graphical abstract: A new bis-tetraamine ligand with a chromophoric 4-(9-anthracenyl)-2,6-dimethylpyridinyl linker for glyphosate and ATP sensing

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Publication details

The article was received on 02 Oct 2012, accepted on 09 Jan 2013 and first published on 10 Jan 2013


Article type: Paper
DOI: 10.1039/C3DT32325K
Dalton Trans., 2013,42, 4859-4872

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    A new bis-tetraamine ligand with a chromophoric 4-(9-anthracenyl)-2,6-dimethylpyridinyl linker for glyphosate and ATP sensing

    J. Pouessel, S. Abada, N. Le Bris, M. Elhabiri, L. J. Charbonnière and R. Tripier, Dalton Trans., 2013, 42, 4859
    DOI: 10.1039/C3DT32325K

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