Journal
TETRAHEDRON
Volume 60, Issue 49, Pages 11139-11144Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2004.08.062
Keywords
chemosensor; fluorescence; photophysical; general base; quinoline
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Derivatives of 8-hydroxyquinoline were used as model compounds to probe the pathways of non-radiative relaxation of fluorophores in two fluorescent chemosensors. Results suggest that both photo-induced proton transfer and photo-induced electron transfer contribute to quenching the fluorescence of the chemosensors. Crystal structures of an 8-hydroxyquinoline-containing chemosensor complexed to various metal ions indicate that a proton shift occurs concomitant with complex formation. This proton shift precludes both photo-induced proton and electron transfer allowing fluorescence emission from chemosensor-metal ion complexes. (C) 2004 Elsevier Ltd. All rights reserved.
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