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Lanthanoid Complexes Supported by Retro-Claisen Condensation Products of β-Triketonates

preprint
revised on 22.10.2018 and posted on 22.10.2018 by Laura Abad Galán, Alexandre N. Sobolev, Eli Zysman-Colman, Mark Ogden, Massimiliano Massi
β-Triketonates have been recently used as chelating ligands for lanthanoid ions, presenting unique structures varying from polynuclear assemblies to polymers. In an effort to overcome low solubility of the complexes of tribenzoylmethane, four β-triketones with higher lipophilicity were synthesised. Complexation reactions were performed for each of these molecules using different alkaline bases in alcoholic media. X-ray diffraction studies suggested that the ligands were undergoing decomposition under the reaction conditions. This is proposed to be caused by in situretro-Claisen condensation reactions, consistent with two examples that have been reported previously. The lability of the lanthanoid cations in the presence of a varying set of potential ligands gave rise to structures where one, two, or three of the molecules involved in the retro-Claisen condensationreaction were linked to the lanthanoid centres. These results, along with measurements of ligand decomposition in the presence of base alone, suggest that using solvents of lower polarity will mimimise the impact of the retro-Claisen condensation in these complexes.

History

Email Address of Submitting Author

m.ogden@curtin.edu.au

Institution

Curtin University

Country

Australia

ORCID For Submitting Author

0000-0001-5317-1637

Declaration of Conflict of Interest

No conflict of interest

Version Notes

Some structures updated, and relevant content revised. Other minor content and formatting changes.

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