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Piano Stool Aminoalkylidene‐Ferracyclopentenone Complexes from Bimetallic Precursors: Synthesis and Cytotoxicity Data

Type of publication Peer-reviewed
Publikationsform Original article (peer-reviewed)
Author Rocco Dalila, Batchelor Lucinda K., Ferretti Eleonora, Zacchini Stefano, Pampaloni Guido, Dyson Paul J., Marchetti Fabio,
Project Modulation of the site specificity of binding of metal-based drugs to chromatin
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Original article (peer-reviewed)

Journal ChemPlusChem
Volume (Issue) 85(1)
Page(s) 110 - 122
Title of proceedings ChemPlusChem
DOI 10.1002/cplu.v85.1

Open Access


The reaction of pyrrolidine with a series of cationic diiron cyclopentadienyl complexes containing a bridging vinyliminium ligand gives access to piano stool monoiron complexes based on a five-membered metallacycle that includes a vinyl-aminoalkylidene moiety, in moderate to high yields. The resulting metallacyclic motif (aminoalkylidene-ferracyclopentenone) is unique in organometallic chemistry and is partially preconstructed on the dinuclear frame. The monoiron products were fully characterized by elemental analysis, IR and multinuclear NMR spectroscopy, and in a number of cases by X-ray diffraction and cyclic voltammetry. They are robust in aqueous solutions and generally unreactive towards alkylating agents in organic solvents. However, a cationic derivative was prepared in high yield by methylation of a 2-pyridyl group. The cytotoxicity of both neutral and ionic complexes was assessed on cancerous (A2780 and A280cisR) and non-cancerous (HEK293) cell lines, revealing the influence of local structural modifications on the antiproliferative activity and the selectivity of the compounds.