Issue 46, 2008
From the journal:

Dalton Transactions

Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups†

Javier Alarcón,a   M. Teresa Albelda,b   Raquel Belda,b   M. Paz Clares,b   Estefanía Delgado-Pinar,b   Juan C. Frías,b   Enrique García-España,b   Jorge Gonzálezb  and  Conxa Sorianoc  

a Departament de Química Inorgànica, Facultat de Química, Universitat de València, Burjassot, Spain
E-mail: javier.alarcon@ uv.es
Fax: +963864322
Tel: +963864879

b Departament de Química Inorgànica, ICMOL, Facultat de Química, Universitat de València, Burjassot, Spain
E-mail: enrique.garcia-es@ uv.es
Fax: +963864322
Tel: +963864879

c Departament de Química Orgànica, ICMOL, Facultat Farmàcia, Universitat de València, Burjassot, Spain

Abstract

The synthesis of a polyazamacrocycle constituted by two diethylenetriamine bridges functionalized at their central nitrogen with naphth-2-ylmethyl units and interconnected through 2,6-dimethylpyridine spacers (L1) is reported. The protonation behaviour of the new macrocycle in water and in water-ethanol 70/30 v/v mixed solvent has been examined by means of pH-metric, UV-Vis and steady-state fluorescence techniques. The fluorescence emission is slightly quenched following the deprotonation of the central tertiary amines and more deeply quenched upon deprotonation of the secondary amino groups. pH-Metric titrations show that in water-ethanol 70/30 v/v L1 forms stable mononuclear complexes with the divalent transition and post-transition metal ions Mn2+, Fe2+, Co2+, Cu2+, Zn2+, Cd2+, Hg2+ and Pb2+. In the case of Cu2+, Zn2+, Hg2+ and Pb2+, formation of binuclear complexes has also been observed. Steady-state fluorescence emission studies show that while interaction with Cu2+ leads to quenching of the fluorescence emission above pH = 2, interaction with Zn2+, Cd2+, Hg2+ and Pb2+ give rise to enhancements of the fluorescence above pH ca. 5, which is particularly noticeable in the case of Zn2+.

Graphical abstract: Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups

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Article information

DOI
https://doi.org/10.1039/B808993K
Article type
Paper
Submitted
30 May 2008
Accepted
04 Aug 2008
First published
09 Oct 2008

Dalton Trans., 2008, 6530-6538

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Synthesis and coordination properties of an azamacrocyclic Zn(II) chemosensor containing pendent methylnaphthyl groups

J. Alarcón, M. T. Albelda, R. Belda, M. P. Clares, E. Delgado-Pinar, J. C. Frías, E. García-España, J. González and C. Soriano, Dalton Trans., 2008, 6530 DOI: 10.1039/B808993K

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