Issue 7, 2004
From the journal:

New Journal of Chemistry

Copper(ii) complexes with lactamides: solution and solid state studies

Nassera Tounsi,a   Laurent Dupont,*a   Aminou Mohamadou,a   Cyril Cadiou,a   Michel Aplincourt,a   Richard Plantier-Royon,b   Fabien Massicotb  and  Charles Portellab  

* Corresponding authors

a Groupe de Recherche en Chimie Inorganique (GRECI; CNRS EA 2067), Faculté des Sciences, Université de Reims Champagne-Ardenne, B. P. 1039, Reims cedex 2, France
E-mail: laurent.dupont@univ-reims.fr
Fax: +33 3 2691 3243

b Laboratoire Réactions Sélectives et Applications (CNRS UMR 6519), Faculté des Sciences, Université de Reims Champagne-Ardenne, B. P. 1039, Reims cedex 2, France

Abstract

Three functionalized ligands, S(−)-N-(pyridin-2-ylmethyl)lactamide (pml), S(−)-N-(2-dimethylaminoethyl)lactamide (dmael) and S(−)-N-(3-dimethylaminopropyl)lactamide (dmapl), were synthesized by the aminolysis of S(−)-methyl lactate with the corresponding primary amines. Their protonation constants and the stability constants of the chelates formed with copper(II) were determined by potentiometry. In all cases, we detected the formation of CuLH−1+, CuLH−2 and CuLH−3− species (L = free ligand). The copper(II) complexes prepared in the solid state were characterized by IR and UV-visible spectroscopies. The crystal structure of [Cu(pmlH−1)X] (X = Cl, Br) shows that copper(II) is bound to the pyridyl and the deprotonated amidic nitrogen atoms, as well as to the oxygen atom of the hydroxyl group, which leads to a mono-chelated compound. The geometry around Cu2+ is square pyramidal.

Graphical abstract: Copper(ii) complexes with lactamides: solution and solid state studies

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Article information

DOI
https://doi.org/10.1039/B316393H
Article type
Paper
Submitted
15 Dec 2003
Accepted
19 Feb 2004
First published
24 May 2004

New J. Chem., 2004,28, 785-792

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Copper(II) complexes with lactamides: solution and solid state studies

N. Tounsi, L. Dupont, A. Mohamadou, C. Cadiou, M. Aplincourt, R. Plantier-Royon, F. Massicot and C. Portella, New J. Chem., 2004, 28, 785 DOI: 10.1039/B316393H

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