Issue 3, 2008

Tripodal diglycolamides as highly efficient extractants for f-elements

Abstract

A series of new ligands bearing three diglycolamide functions preorganized at the C-pivot and trialkylphenyl platforms was synthesized. They are very efficient extractants for Am3+ and Eu3+ with an up to five times relative extraction ability for Eu3+. The distribution coefficients are up to 1000 times increased upon alkylation or arylation of the N-position of the diglycolamide moieties. The tripodal diglycolamides show a 1 : 1 metal to ligand stoichiometry as proven with three independent methods for the complexation of the 3-pentyl N-substituted diglycolamide ligand with Eu3+ (K = 2.5 × 105 M−1 in acetonitrilewater). A cage-like cryptand, containing three diglycolamide units, was prepared using a Eu3+ templated synthesis. However, it does not exhibit improved extraction properties.

Graphical abstract: Tripodal diglycolamides as highly efficient extractants for f-elements

Article information

Article type
Paper
Submitted
11 Oct 2007
Accepted
05 Nov 2007
First published
22 Nov 2007

New J. Chem., 2008,32, 490-495

Tripodal diglycolamides as highly efficient extractants for f-elements

D. Jańczewski, D. N. Reinhoudt, W. Verboom, C. Hill, C. Allignol and M. Duchesne, New J. Chem., 2008, 32, 490 DOI: 10.1039/B715671E

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