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Unusual Intramolecular CH...O Hydrogen Bonding Interaction between Sterically Bulky Amide and Uranyl oxygen

Abstract

Selective separation of toxic heavy metals such as uranyl can be accomplished using ligands with stereognostic hydrogen bonding interactions to uranyl oxo group was proposed by Raymond and co-workers (T. S. Franczyk, K. R. Czerwinski and K. N. Raymond, J. Am. Chem. Soc., 1992, 114, 8138-8146). Recently, several ligands which possessing this weak interaction are proposed involving NH and OH based moieties hydrogen bonding with uranyl oxygen. We herein report the structurally and spectroscopically characterized CH...O hydrogen bonding using sterically bulky amide based ligand. In conjunction to experiments, electronic structure calculations are carried out to understand the structure, binding and the strength of the CH...O hydrogen bonding interactions. This weak interaction is mainly due to the steric effect caused by bulky substituent around the donor group which has direct relevance in designing novel ligands in nuclear waste management processes. Although the kinetics are very slow, the ligand is also highly selective to uranyl in the presence of other interfering ions such as lanthanides.

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Publication details

The article was received on 28 Jul 2017, accepted on 08 Nov 2017 and first published on 08 Nov 2017


Article type: Paper
DOI: 10.1039/C7DT02760E
Citation: Dalton Trans., 2017, Accepted Manuscript
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    Unusual Intramolecular CH...O Hydrogen Bonding Interaction between Sterically Bulky Amide and Uranyl oxygen

    S. Kannan, M. Kumar, B. Sadhu, J. Madhavan and M. Sundararajan, Dalton Trans., 2017, Accepted Manuscript , DOI: 10.1039/C7DT02760E

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