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Tetrathiafulvalene based electroactive ligands and complexes: Synthesis,crystal structures and antifungal activity
Authors:Awatef Ayadi  Amani Jaafar  Adeline Fix-Tailler  Ghassan Ibrahim  Gérald Larcher  Abdelkrim El-Ghayoury
Affiliation:1. Université d''Angers, CNRS UMR 6200, Laboratoire MOLTECH-Anjou, 2 bd Lavoisier, 49045, Angers Cedex, France;2. Laboratoire de Physico-chimie de l''état Solide, Université de Sfax, Route de Soukra, Km 4, BP: 802, 3038, Sfax, Tunisia;3. Université d''Angers, Groupe d''Etude des Interactions Hôte-Pathogène (GEIHP), UPRES-EA 3142, Institut de Biologie en Santé, IRIS, CHU, 4 Rue Larrey, 49933, Angers Cedex, France;4. Laboratoire de Chimie de Coordination Inorganique et Organométallique (LCIO), Université Libanaise, Faculté des Sciences I, Hadath, Lebanon
Abstract:The synthesis of two tetrathiafulvalene-appended pyridinehydrazone pyrimidine ligands, namely (Z)-4-(2-((5-([2,2′-bi(1,3-dithiolylidene)]-4-yl)pyridin-2-yl)methylene) hydrazinyl)-6-chloropyrimidine L1 and (Z)-4-(2-((6-([2,2′-bi(1,3-dithiolylidene)]-4-yl)pyridin-2-yl)methylene) hydrazinyl)-6-chloropyrimidine L2 is described. Ligand L1 was reacted with cobalt(II) to yield a cationic metal complex [Co(L1)2] while ligand L2 was reacted with zinc(II) to afford a neutral metal complex [ZnL2Cl2]. The crystal structure analysis of [Co(L1)2] indicate that Co(II) ion is coordinated by six nitrogen atoms from two perpendicular ligands while in [ZnL2Cl2], Zn(II) is coordinated by two chlorine atoms and three nitrogen atoms. The electrochemical behavior indicate that ligands L1 and L2 and the zinc(II) complex are suitable fort the preparation of crystalline radical cation salts. Finally the determination of MIC80 values against C. albicans, C. glabrata, C. parapsilosis, C. krusei and E. dermatitidis revealed that the cobalt(II) metal complex [Co(L1)2] is active against all the studied fungi.
Keywords:Tetrathiafulvalene  Pyrimidine  Cyclic voltammetry  Crystal structure  Cobalt(II) complex  Antifungal activity
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