MOLECULAR AND SOLID STATE STRUCTURE OF THE DOUBLY-SUBSTITUTED B-DIKETONE 3,3'-BIS(FERROCENYLMETHYL)PENTANE-2,4-DIONE#
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 dou...
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| Autores principales: | , , , , |
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| Lenguaje: | English |
| Publicado: |
Sociedad Chilena de Química
2013
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| Materias: | |
| Acceso en línea: | http://www.scielo.cl/scielo.php?script=sci_arttext&pid=S0717-97072013000400011 |
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| Sumario: | 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. |
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