Synthesis and complexation properties of novel triazoyl-based ferrocenyl ligands

Gasser, Gilles, Carr, Jonathan D., Coles, Simon J., Green, Stephen J., Hursthouse, Michael B., Cafferkey, Sean M., Stoeckli-Evans, Helen and Tucker, James H.R. (2010) Synthesis and complexation properties of novel triazoyl-based ferrocenyl ligands. Journal of Organometallic Chemistry, 695 (2), 249-255. (doi:10.1016/j.jorganchem.2009.10.004).

Abstract

Two new ligand derivatives of ferrocene, namely N-4-[3,5-di-(2-pyridyl)-1,2,4-triazoyl]ferrocene carbimine (L1) and N-4-[3,5-di-(2-pyridyl)-1,2,4-triazoyl]ferrocene carbamide (L2), were synthesised in good yields by reacting the known compound 3,5-di-pyridine-2-yl-[1,2,4]triazol-4-ylamine (1) with ferrocenecarbaldehyde and chlorocarbonyl ferrocene, respectively. The structures of L1 and L2 were determined by X-ray crystallography. The complexation of L1 and L2 with Cu(I), Ag(I), Zn(II) and Cd(II) was studied by NMR and UV-vis spectroscopies, as well as by electrochemistry, with titrations used to determine metal: ligand stoichiometries. The cyclic voltammograms of L1 and L2 and their respective complexes indicated reversible one-electron transfers corresponding to the Fc(0/+) redox couple (Fc = ferrocene), with formal electrode potentials shifting to more positive values upon metal complexation.

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Contributors

Author: Simon J. Coles

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