Synthesis and structural characterization of new 2-bromo-1,3-bis(triazol-1- ylmethyl)benzene ligands. Study of their behavior as complexing agents for determination of nickel(II) by adsorptive stripping voltammetry

John Hurtado, Edgar Orlando Nagles Vidal, Verónica Arancibia, René Rojas, Mauricio Valderrama, Roland Fröhlich

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

Reaction of 2-bromo-1,3-bis(bromomethyl)benzene (1) with 1,2,3-triazole and benzotriazole yields 2-bromo-1,3-bis(triazol-1-ylmethyl)benzene (2) and 2-bromo-1,3-bis(benzotriazol-1-ylmethyl)benzene (3), isolated as white solids, air stable at room temperature, and characterized by elemental analysis, mass spectra, IR, and NMR (1H, 13C) spectroscopy. The molecular structure of 3 was determined by single-crystal X-ray diffraction. These ligands were evaluated for determination of ultra-trace concentrations of nickel by adsorptive stripping voltammetry. The method is based on adsorptive accumulation of the Ni(II)-L complex onto a hanging mercury drop electrode, followed by reduction of the adsorbed species by voltammetric scan using square wave modulation. However, only with 2 was a signal observed at -0.81 V. Under the best experimental conditions (pH 5.5; ligand concentration 0.30 μmol L-1; adsorptive potential (Eads) -0.70 V and adsorptive time (tads) 80 s), the peak current is proportional to the Ni(II) concentration to 15.0 μg L-1, with a 3 detection limit of 0.2 μg L-1. The proposed method was validated by determining Ni(II) in certified reference waste water (SPS-WW1) with satisfactory results.

Original languageEnglish
Pages (from-to)592-601
Number of pages10
JournalJournal of Coordination Chemistry
Volume66
Issue number4
DOIs
StatePublished - 1 Feb 2013
Externally publishedYes

Bibliographical note

Funding Information:
We thank “Fondo de Desarrollo Científico y Tecnológico” (FONDECYT), Chile, for financial support under projects Nos. 1060597 11980002 and 1080524. JH and EN acknowledge Pontificia Universidad Católica de Chile (VRAI), CONICYT and MECESUP for doctoral fellowships.

Keywords

  • Adsorptive stripping voltammetry
  • Bidentate ligands
  • Nickel

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