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(Oligo)thienyl-imidazo-benzocrown ether derivatives: synthesis, photophysical studies and evaluation of their chemosensory properties
Authors:Batista Rosa M F  Oliveira Elisabete  Costa Susana P G  Lodeiro Carlos  Raposo M Manuela M
Affiliation:a Centre of Chemistry, University of Minho, Campus de Gualtar, 4710-057 Braga, Portugal
b BIOSCOPE Group, Physical-Chemistry Department, Faculty of Science, University of Vigo, Campus of Ourense, E-34002, Spain
c REQUIMTE, Department of Chemistry, Faculty of Sciences and Technology, New University of Lisbon, 2829-516, Monte de Caparica, Portugal
Abstract:A series of novel (oligo)thienyl-imidazo-benzocrown ethers were synthesised through a simple method and evaluated as fluorimetric chemosensors for transition metal cations. Interaction with Ni2+, Pd2+, and Hg2+ in ACN/DMSO solution (99:1) was studied by absorption and emission spectroscopy. Chemoselectivity studies in the presence of Na+ were also carried out and a fluorescence enhancement upon chelation (CHEF) effect was observed following Hg2+ complexation. Considering that most systems using fluorescence spectroscopy for detecting Hg2+ are based on the complexation enhancement of the fluorescence quenching (CHEQ) effect, the present work represents one of the few examples for sensing of Hg2+ based on a CHEF effect.
Keywords:Benzo-15-crown-5 ether   (Oligo)thiophene   Imidazole   Fluorescent chemosensors   Hg2+   Pd2+   CHEF effect
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