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Molecules 2017, 22(2), 326; doi:10.3390/molecules22020326

Synthesis and Structural Evaluation of Organo-Ruthenium Complexes with β-Diketonates

Faculty of Chemistry and Chemical Technology, University of Ljubljana, Večna pot 113, 1001 Ljubljana, Slovenia
Author to whom correspondence should be addressed.
Academic Editor: Arnaud Gautier
Received: 1 February 2017 / Revised: 15 February 2017 / Accepted: 17 February 2017 / Published: 20 February 2017
(This article belongs to the Section Organometallic Chemistry)
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Four novel ruthenium organometallic complexes: [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-bromophenyl)-1,3-butanedione)Cl] (1), [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-bromophenyl)-1,3-butanedione)pta]PF6 (2), [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-iodophenyl)-1,3-butanedione)Cl] (3) and [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-iodophenyl)-1,3-butanedione)pta]PF6 (4) were synthesized and characterized by elemental analysis, infrared (IR), UV-Vis, NMR and mass spectroscopy and single-crystal X-ray diffraction. The crystal structures and spectroscopic data were compared to the previously published complexes [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-chloro-phenyl)-1,3-butanedione)Cl] (5) and [(η6-p-cymene)Ru(4,4,4-trifluoro-1-(4-chlorophenyl)-1,3-butanedione)pta]PF6 (6). The pairs of complexes 1 and 3 as well as 2 and 4 are isostructural, with the former crystallizing in triclinic P-1 and the latter in monoclinic P21/c. The ruthenium(II) ion is found in a pseudo-octahedral “piano-stool” geometry in all compounds. Bond lengths and angles are consistent with other complexes of this type. Complexes 2 and 4 exhibit some moderate dynamic disorder. The lack of hydrogen bonding and major π-π interactions means that most of intramolecular interactions are fairly weak and involve halogen atoms present. This was further confirmed by 1H-NMR spectra, where a significant difference is observed only on the ligand near the halogen atom, following an expected trend. The combined data show that the difference in any activity depends substantially on the type of the ligand′s substituted halogen atom. View Full-Text
Keywords: organoruthenium complexes; β-diketonate ligands; halogen substituents; 1,3,5-triazaphosphoadamantane (pta) ligand; disorder organoruthenium complexes; β-diketonate ligands; halogen substituents; 1,3,5-triazaphosphoadamantane (pta) ligand; disorder

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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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Uršič, M.; Lipec, T.; Meden, A.; Turel, I. Synthesis and Structural Evaluation of Organo-Ruthenium Complexes with β-Diketonates. Molecules 2017, 22, 326.

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