Z. Naturforsch. 2013,
68b, 214 – 222
doi:10.5560/ZNB.2013-2332
Synthesis and Structural Characterisation of New Bifunctional o-Hydroxyacetophenones – Potential Linker Molecules for Coordinative Framework Construction
Jörg
Hübscher1,
Michael
Günthel2,
Robert
Rosin1,
Wilhelm
Seichter1,
Florian
Mertens2, and
Edwin
Weber1
1 Institut für Organische Chemie, TU Bergakademie Freiberg, Leipziger Str. 29, D-09596 Freiberg/Sachsen, Germany
2 Institut für Physikalische Chemie, TU Bergakademie Freiberg, Leipziger Str. 29, D-09596 Freiberg/Sachsen, Germany
Received December 19, 2012 / published online March 20, 2013
Two new linker-type molecules 1a and 1b composed of o-hydroxyacetophenone coordinative groups attached to linear ethynylene or 1,4-phenylenediethynylene spacer units have been synthesised and structurally characterised. An X-ray crystallographic study for both compounds has shown structures with strong intramolecular hydrogen bonds fitting in the model of ‘Intramolecular Resonance Assisted Hydrogen Bond (IRHAB)’. Initial coordination experiments with Cu(II) were performed and the resulting materials characterised by PXRD. The similarity of the copper coordination between these compounds and copper(II) acetylacetonate complexes was demonstrated by XPS measurements. Based on the evidence of these studies, and on elemental analysis, the formation of the corresponding coordination polymers comprising Cu(II) and the linkers has been proposed.
Key words: o-Hydroxyacetophenone, Synthesis, Crystal Structure, X-Ray Photoemission, X-Ray Diffraction