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vol.58 issue4CHEMICAL SYNTHESIS AND CHARACTERIZATION OF POLYANILINE DERIVATIVES: SUBSTITUENT EFFECT ON SOLUBILITY AND CONDUCTIVITYSYNTHESIS AND CHARACTERIZATION OF COPPER COMPLEXES: INTERACTION OF METALLICCARBOXYLATES WITH 1,3-THIAZOLE LIGAND author indexsubject indexarticles search
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Journal of the Chilean Chemical Society

On-line version ISSN 0717-9707

Abstract

AHUMADA, GUILLERMO et al. MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#. J. Chil. Chem. Soc. [online]. 2013, vol.58, n.4, pp.1963-1966. ISSN 0717-9707.  http://dx.doi.org/10.4067/S0717-97072013000400011.

The ferrocene-containing β-diketone, 3-ferrocenylmethyl-pentane-2,4-dione 1, has been synthesized by reacting ferrocenyl methanol with acetylacetone in the presence of cerium(IV) ammonium nitrate as catalyst in C-C bond formation, and isolated as an orange oily product in 90% yield. The doubly-substituted 1,3-diketone, 3,3'-bis(ferrocenylmethyl)pentane-2,4-dione 2 was isolated as orange crystals in 79% yield, upon standing a dichloromethane solution of 1 at -30 °C for two weeks. Both complexes have been authenticated by spectroscopic methods, mass spectrometry, and cyclic voltammetry. In addition, the molecular identity and geometry of 2 has been confirmed by single-crystal X-ray diffraction analysis. In the crystal lattice, the molecules pack as dimers through C-H---O hydrogen bondings, where weaker C-H---p interactions link the dimeric units to form a chain structure.

Keywords : Ferrocene; 1,3-dione; catalyzed C-C coupling; bimetallic complex; X-ray structure.

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