Synthesis, characterization, fluorescence and computational studies of new Cu2+, Ni2+ and Hg2+ complexes with emissive thienylbenzoxazolyl-alanine ligands

E. Oliveira, Susana P. G. Costa, M. M. M. Raposo, Olalla Nieto Faza, C. Lodeiro

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The interaction of four fluorescent compounds containing thiophene and benzoxazole moieties combined with an alanine residue with alkaline, alkaline-earth, transition and post-transition metal ions was explored. The highly fluorescent heterocyclic alanine derivatives are strongly quenched in the solid state after complexation with the paramagnetic metal ions Cu2+ and Ni2+, and with the diamagnetic Hg2+. Absorption and steady-state fluorescence titrations reveal a selective interaction with Cu 2+, Ni2+ and Hg2+. In all cases the formation of mononuclear or dinuclear metal complexes in solid state and in solution are postulated. DFT calculations on the mercury(II) complexes confirm the formation of dinuclear species. Our results suggest that one metal ion is coordinated by the chelate group formed by the amine and the protonated carboxylic groups present in the amino acid residue while a second metal ion is directly linked to the chromophore. As parent compound, L4 shows no interaction with Cu 2+ and Ni2+ salts. However, the interaction with Hg 2+ induces a strong quenching and a red shift of the fluorescence emission. © 2010 Elsevier B.V. All rights reserved.
Original languageEnglish
Pages (from-to)154-160
Number of pages7
JournalInorganica Chimica Acta
Volume366
Issue number1
DOIs
Publication statusPublished - 2011

Keywords

  • Alanine derivatives
  • Benzoxazole
  • Copper(II)
  • Emissive compounds
  • Mercury(II)
  • Thiophene

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