Naslov
Attempted cocrystallisation yields hydrogen-bonded salts of β-diketones

Autori
Judaš, Nenad ; Friščić, Tomislav, Jones, Bill

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
44th Annual Midwest Regional Meeting of the American Chemical Society, Book of abstracts / - , 2009

Skup
44th Annual Midwest Regional Meeting of the American Chemical Society

Mjesto i datum
Iowa City (IA), Sjedinjene Američke Države, 21.10.2009. - 24.10.2009

Vrsta sudjelovanja
Poster

Vrsta recenzije
Međunarodna recenzija

Ključne riječi
liquid-assisted grinding; hydrogen bonded beta-diketonate salts

Sažetak
The atempt to use liquid-assisted grinding (LAG)[Friščić, T. ; Jones, W. Cryst. Growth Des. 2009 9 1621-1637] to prepare the Co(dbm)2(tmo)2 complex from CoO, dibenzoylmethane (Hdbm) and thiomorpholine (tmo) failed. Instead, powder diffraction (PXRD) indicated that a new organic phase was obtained. The experiment was repeated without CoO and in several Hdbm to tmo stoichiometry ratios. PXRD patterns and thermal analysis confirmed that the product consists of Hdbm and tmo in a 1 : 1 stoichiometric ratio. Although the product was soluble in various organic solvents it was not possible to re-crystallise it, as pure Hdbm was repeatedly obtained. Subsequently, single crystals were obtained from a solution in liquid tmo. LAG screening of mechanochemical reactivity revealed that Hdbm also readily forms new materials with secondary amines: morpholine (mor), piperidine (pip) and 2, 6-dimethylpiperidine (26Mepip). The use of these liquids as solvents provided single crystals of (Hdbm)•(mor), (Hdbm)•(pip) and (Hdbm)•(26Mepip). Single crystal X-ray diffraction revealed that, in each case, the solid phase was built up of discrete hydrogen-bonded ionic assemblies of the type [2 anion • 2 cation] (Figs. 1 and 2). The fact that dbm- anions are present in the solid phase is surprising considering the well-known stability of the chelate 6-membered ring in β-diketones.[Bertolasi, V. ; Gilli, P. ; Ferretti, V. ; Gilli, G. J. Am. Chem. Soc. 1991 113 4917-4925] The crystal structures of (Hdbm)•(tmo), (Hdbm)•(mor), (Hdbm)•(pip) and (Hdbm)•(26Mepip) are the first examples of β-diketonate anions present in the crystal phase as non-coordinated anionic moieties. Analogous experiments were performed with benzoylacetone and acetylacetone.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

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