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Issue 24, 2009
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Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

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Abstract

The interaction of Cu(II) with the following secondary N-substituted derivatives of di(2-picolyl)amine (1) are reported: N-cyclohexylmethyl-di(2-picolyl)amine (2), N-benzyl-di(2-picolyl)amine (3), N-(4-pyridylmethyl)-di(2-picolyl)amine (4), N-(4-carboxymethylbenzyl)-di(2-picolyl)amine (5), N-(9-anthracen-8-ylmethyl)-di(2-picolyl)amine (6), 1,3-bis[di(2-picolyl)aminomethyl]benzene (7), 1,4-bis[di(2-picolyl)aminomethyl]benzene (8) and 2,4,6-tris[di(2-picolyl)amino]triazine (9). The solid complexes [Cu(2)(μ-Cl)]2(PF6)2, [Cu(3)(μ-Cl)]2(PF6)2·0.5CH2Cl2, Cu(4)(ClO4)2, Cu(5)2(ClO4)2, [Cu(6)(ClO4)2(H2O)]·0.5H2O, Cu2(7)(ClO4)4, [Cu2(8)(Cl)4] and [Cu2(9+H)(μ-OCH3)2(H2O)](ClO4)3·C4H10O were isolated and X-ray structures of [Cu(2)(μ-Cl)]2(PF6)2, [Cu(3)(μ-Cl)]2(PF6)2·0.5CH2Cl2, [Cu(6)2(ClO4)2(H2O)]·0.5H2O, [Cu2(8)Cl4] and [Cu2(9+H)(μ-OCH3)2(H2O)](ClO4)3·C4H10O were obtained. The series is characterised by a varied range of coordination geometries and lattice architectures which in the case of [Cu(6)(ClO4)2(H2O)]·0.5H2O includes a chain-like structure formed by unusual intermolecular π-interactions between metal bound perchlorate anions and the aromatic rings of adjacent anthracenyl groups. Variable temperature magnetic susceptibility measurements have been performed for [Cu(2)(μ-Cl)]2(PF6)2 and [Cu(3)(μ-Cl)]2(PF6)2·0.5H2O over the range 2–300 K. Both compounds show Curie-Weiss behaviour, with the data indicating weak antiferromagnetic interaction between the pairs of copper ions in each complex. Liquid–liquid (H2O/CHCl3) extraction experiments involving 1–3 and 7–9 as extractants showed that, relative to the parent (unsubstituted) dipic ligand 1, substitution at the secondary amine site in each case resulted in an increase in extraction efficiency towards Cu(II) (as its perchlorate salt); at least in part, this increase may be attributed to the enhanced lipophilicities of the N-substituted derivatives.

Graphical abstract: Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

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Supplementary files

Article information


Submitted
28 Jan 2009
Accepted
30 Mar 2009
First published
29 Apr 2009

Dalton Trans., 2009, 4795-4805
Article type
Paper

Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies

B. Antonioli, B. Büchner, J. K. Clegg, K. Gloe, K. Gloe, L. Götzke, A. Heine, A. Jäger, K. A. Jolliffe, O. Kataeva, V. Kataev, R. Klingeler, T. Krause, L. F. Lindoy, A. Popa, W. Seichter and M. Wenzel, Dalton Trans., 2009, 4795
DOI: 10.1039/B901832H

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