Polarizable organometallic hydrazone chromophores. X-ray crystal structures of [(?5-C5H5) Fe(?5-C5H4)-C(p-MeC6 H4)=NNH-(?6-p-MeC6H4) Fe(?5-C5H5)]+PF 6 -, and of its toluoylferrocene precursor

Figueroa, W; fuentealba, m; Manzur, C; Carrillo, D.; Vega A.I.; Hamon J.-R.

Keywords: iron, spectroscopy, crystal, structure, proton, polarization, alcohol, conformation, ultraviolet, ray, resonance, stereochemistry, compound, ferrocene, nuclear, carbon, diffraction, infrared, hydrazone, organometallic, article, analysis, magnetic, controlled, potentiometry, study, derivative, chemical, cyclic, Reaction, X, chromatophore

Abstract

The homobimetallic hydrazone complex [CpFe(?6-p-CH 3C6H4)NHN=C(C6H4 -p-CH3)(?5-C5H4) FeCp]+PF6 - (2) (Cp = ?5 -C5H5) is stereoselectively formed by reaction of the organometallic hydrazine precursor [CpFe(?6-p-CH 3C6H4-NHNH2)]+ PF6 - with the sterically demanding p-toluoylferrocene CpFe(?5-C5H4 )CO(C6H4-p-CH3) (1) in refluxing ethanol. Compound 2 has been fully characterized by IR, UV-vis, and 1H NMR spectroscopy, cyclic voltammetry and by an X-ray diffraction analysis. The most striking features of the crystal structure are the syn-conformation of the two organometallic units, the long Fe-Cipso bond distances and the slight cyclohexadienyl character at the coordinated C6 ring with a folding angle of 6.1°, and that coordinated C6- and C5-rings of the binucleating ligand are almost coplanar with a dihedral angle of 8.1°. The crystal structure of the p-toluoylferrocene 1 is also presented. © 2005 Académie des sciences. Published by Elsevier SAS. All rights reserved.

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Título de la Revista: COMPTES RENDUS CHIMIE
Volumen: 8
Número: 8 SPEC. ISS.
Editorial: ELSEVIER FRANCE-EDITIONS SCIENTIFIQUES MEDICALES ELSEVIER
Fecha de publicación: 2005
Página de inicio: 1268
Página final: 1275
URL: http://www.scopus.com/inward/record.url?eid=2-s2.0-21144444385&partnerID=q2rCbXpz