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New chemosensors based on thiomacrocycle-containing coumarin-343 fluoroionophor: X-ray structures and previous results on the effect of cation binding on the photophysical properties
Authors:Hugo M. Santos  Bruno Pedras  Abel Tamayo  Jaume Casabó  Lluis Escriche  Berta Covelo  José Luis Capelo  Carlos Lodeiro
Affiliation:1. Grupo BIOSCOPE, Área de Nutrición y Bromatologia, Departamento de Química Analítica, Nutrición y Bromatologia, Facultade de Ciencias, Campus de Ourense, Universidade de Vigo, 32004, Spain;2. REQUIMTE, Departamento de Química, Facultade de Ciências e Tecnologia, Universidade NOVA de Lisboa, 2829-51 Monte de Caparica, Portugal;3. Grupo BIOSCOPE, Departamento de Química-Física, Facultade de Ciencias, Campus de Ourense, Universidade de Vigo, 32004, Spain;4. Departament de Química, Universitat Autònoma de Barcelona, 08193 Bellaterra, Barcelona, Spain;5. Unidad de Determinación Estructural, Proteómica y Genómica, CACTI, Universidad de Vigo, 36310 Vigo, Spain
Abstract:Two new emissive chemosensors based on coumarin-343 have been synthesized, and their photophysical studies conducted. L1 contains an aza-thio macrocycle ring as the chelating unit, which has great affinity for soft metal ions, whereas L2 is a parent species without macrocyclic unit. Both compounds were separated by column chromatography and characterized by elemental analysis, 1H,13C NMR, UV–vis and FAB mass spectroscopy. The X-ray structures of L1 and L2 and the supramolecular interactions in the solid state are discussed. Preliminary results on the metal–ion sensing effects of the ligands are presented. Titrations with Ag+, Pd2+ and Ni2+ have been studied by UV–vis absorption and fluorescence spectroscopy.
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