MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE - Université de Rennes Accéder directement au contenu
Article Dans Une Revue Journal of the Chilean Chemical Society Année : 2013

MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE

Guillermo Ahumada
Jean-René Hamon
David Carrillo
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  • PersonId : 945367
Carolina Manzur
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  • PersonId : 993002

Résumé

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.

Domaines

Chimie

Dates et versions

hal-01089769 , version 1 (02-12-2014)

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Citer

Guillermo Ahumada, Thierry Roisnel, Jean-René Hamon, David Carrillo, Carolina Manzur. MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE. Journal of the Chilean Chemical Society, 2013, 58 (4), pp.1963-1966. ⟨10.4067/S0717-97072013000400011⟩. ⟨hal-01089769⟩
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