Issue 43, 2014

A 4-tert-butylcalix[4]arene tetrahydroxamate podand based on the 1-oxypiperidine-2-one (1,2-PIPO) chelate. Self-assembly into a supramolecular ionophore driven by coordination of tetravalent zirconium or hafnium(iv)

Abstract

An octadentate tetrahydroxamic calix[4]arene podand incorporating 1-hydroxypiperidine-2-one (1,2-PIPOH) binding units has been designed as a specific chelator for tetravalent metal cations like Zr4+ or Hf4+. This receptor, which can be considered as the first ever abiotic ligand possessing only cyclic six-membered hydroxamate groups, has been synthesized and characterized in its tetraprotonated form (1H4). Contrary to expectation, however, this new chelator did not form a 1 : 1 complex upon reaction with M(acac)4 (M = Zr and Hf; acac = acetylacetonate), but rather self-assembled into a dimeric species of 2 : 2 stoichiometry. The latter could be characterized in solution by mass spectrometry and NMR spectroscopy as its monopotassium adduct ([M2K(1)2]+), pointing to the ionophoric character of the M2(1)2 complex.

Graphical abstract: A 4-tert-butylcalix[4]arene tetrahydroxamate podand based on the 1-oxypiperidine-2-one (1,2-PIPO−) chelate. Self-assembly into a supramolecular ionophore driven by coordination of tetravalent zirconium or hafnium(iv)

Supplementary files

Article information

Article type
Paper
Submitted
04 feb 2014
Accepted
30 apr 2014
First published
29 maj 2014

RSC Adv., 2014,4, 22743-22754

Author version available

A 4-tert-butylcalix[4]arene tetrahydroxamate podand based on the 1-oxypiperidine-2-one (1,2-PIPO) chelate. Self-assembly into a supramolecular ionophore driven by coordination of tetravalent zirconium or hafnium(IV)

P. Jewula, J. Chambron, M. Penouilh, Y. Rousselin and M. Meyer, RSC Adv., 2014, 4, 22743 DOI: 10.1039/C4RA00977K

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