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Tetrathiafulvalene-based azine ligands for anion and metal cation coordination
Awatef Ayadi1, Aziz El Alamy2, Olivier Alévêque3
1Laboratoire MOLTECH Anjou, Université d'Angers, UFR Sciences, UMR 6200, CNRS, Bât. K, 2 Bd. Lavoisier, 49045 Angers Cedex, France ; Laboratoire de Physico-chimie de l'état solide, Université de Sfax, Route de Soukra; Km 4; BP: 802, 3038, Sfax, Tunisia.
Abstract:
The synthesis and full characterization of two tetrathiafulvalene-appended azine ligands, namely 2-([2,2'-bi(1,3-dithiolylidene)]-4-yl)-6-((2,4-dinitrophenyl)hydrazono)methyl)pyridine (L1) and 5-([2,2'-bi(1,3-dithiolylidene)]-4-yl)-2-((2,4-dinitrophenyl)hydrazono)methyl)pyridine (L2) are described. The crystal structure of ligand L1 indicates that the ligand is completely planar with the presence of a strong intramolecular N3-H3···O1 hydrogen bonding. Titration experiments with inorganic anions showed that both ligands are suitable candidates for the sensing of fluoride anions. Ligand L2 was reacted with a Re(I) cation to yield the corresponding rhenium tricarbonyl complex 3. In the crystal structure of the newly prepared electroactive rhenium complex the TTF is neutral and the rhenium cation is hexacoordinated. The electrochemical behavior of the three compounds indicates that they are promising for the construction of crystalline radical cation salts.
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