Zn2+-Ion Sensing by Fluorescent Schiff Base Calix[4]arene Macrocycles

Steve Ullmann, René Schnorr, Marcel Handke, Christian Laube, Bernd Abel, Jörg Matysik, Matthias Findeisen, Robert Rüger, Thomas Heine, Berthold Kersting

Research output: Contribution to journalArticlepeer-review

15 Citations (Scopus)

Abstract

A macrocyclic ligand (H2L) containing two o,o′-bis(iminomethyl)phenol and two calix[4]arene head units has been synthesized and its coordination chemistry towards divalent Ni and Zn investigated. The new macrocycle forms complexes of composition [ML] (M=Zn, M=Ni) and [ZnL(py)2], which were characterized by elemental analysis; IR, UV/Vis, and NMR spectroscopy; electrospray ionization mass spectrometry (ESI-MS); and X-ray crystallography (for [ZnL(py)2] and [NiL]). H2L allows the sensitive optical detection of Zn2+ among a series of biologically relevant metal ions by a dual fluorescence enhancement/quenching effect in solution. The fluorescence intensity of the macrocycle increases by a factor of ten in the presence of Zn2+ with a detection limit in the lower nanomolar region.

Original languageEnglish
Pages (from-to)3824-3827
Number of pages4
JournalChemistry - A European Journal
Volume23
Issue number16
DOIs
Publication statusPublished - 2017

Bibliographical note

Funding Information:
We are thankful to Prof. Dr. H. Krautscheid for providing facilities for X-ray crystallographic measurements. The financial support by the German Federal Ministry of Education and Research (BMBF, r4project SE-FLECX, 033R132A) is gratefully acknowledged.

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Organic Chemistry

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