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Zn 2+ ‐Ion Sensing by Fluorescent Schiff Base Calix[4]arene Macrocycles
Author(s) -
Ullmann Steve,
Schnorr René,
Handke Marcel,
Laube Christian,
Abel Bernd,
Matysik Jörg,
Findeisen Matthias,
Rüger Robert,
Heine Thomas,
Kersting Berthold
Publication year - 2017
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201700253
Subject(s) - chemistry , schiff base , fluorescence , electrospray ionization , ligand (biochemistry) , proton nmr , calixarene , mass spectrometry , metal ions in aqueous solution , fluorescence spectroscopy , quenching (fluorescence) , divalent , metal , crystallography , ion , stereochemistry , molecule , organic chemistry , biochemistry , physics , receptor , chromatography , quantum mechanics
A macrocyclic ligand (H 2 L) 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]). H 2 L allows the sensitive optical detection of Zn 2+ 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 Zn 2+ with a detection limit in the lower nanomolar region.