Trinuclear π-conjugated chromophores formed by a neutral ferrocenyl group and a cationic mixed ruthenium sandwich linked through an unsymmetrical Schiff-base complex spacer

MAURICIO DANIEL FUENTEALBA CARRASCO, Jean René Hamon, David Carrillo, Carolina Manzur

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44 Scopus citations

Abstract

The synthesis of neutral dinuclear unsymmetrical Schiff base complexes 1 and 2 was carried out in an one-pot two-step reaction sequence that involves the reaction of 1-ferrocenyl-1,3-butanedione with an excess of ethylenediamine in refluxing CH 2 Cl 2 , to generate the intermediate "half-unit" Fc-C(O)CH 2 C(CH 3 )=NCH 2 CH 2 NH 2 , Fc = (η 5 -Cp) Fe(η 5 -C 5 H 4 ), Cp = C 5 H 5 ), followed by its in situ templated reaction with salicylaldehyde and nickel(II) or copper(II) acetate in refluxing CH 2 Cl 2 -EtOH (3: 1) mixture. On the other hand, ionic trinuclear unsymmetrical complexes [3] + PF 6 - and [4] + PF 6 - were synthesized by reacting dinuclear precursors 1 and 2, respectively, with [(η 5 -Cp*)Ru(CH 3 CN) 3 ] + PF 6 - , Cp* = C 5 Me 5 , in refluxing CH 2 Cl 2 . Both complexes contain the neutral electron-releasing ferrocenyl group and the cationic electron-withdrawal sandwich, [(η 5 -Cp*) Ru(η 6 -arene)] + , connected by a tetradentate {M(ONNO)} chelate (M = Ni, Cu). The new unsymmetrical organometallic Schiff base compounds were characterized by elemental analysis, IR, UV-Vis, 1 H NMR and EPR spectroscopy. In addition, the Ni(II) containing complexes 1 and [3] + PF 6 - were authenticated by X-ray diffraction analysis. Solvatochromic and electrochemical properties were also studied. The organometallic-inorganic hybrid unsymmetrical Schiff base complexes [3] + PF 6 - and [4] + PF 6 - can be defined as type I non-rod-shaped dipolar chromophores.

Original languageEnglish
Pages (from-to)1815-1825
Number of pages11
JournalNew Journal of Chemistry
Volume31
Issue number10
DOIs
StatePublished - 12 Oct 2007

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