Journal
TETRAHEDRON LETTERS
Volume 50, Issue 23, Pages 2735-2739Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2009.03.109
Keywords
Cu2+ sensor; Fluorescence switch-on; Calix[4]arene appended with bis-(2-picolyl)amine; Nano structure
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Funding
- DST
- CSIR
- BRNS-DAE
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A highly selective fluorescence switch on sensor, for detecting Cu2+ has been synthesized by introducing a bis-(2-picolyl)amine moiety at the lower rim of a calix[4]arene platform via amide linkage. Binding properties of L toward ten different biologically relevant Mn+ ions have been studied by fluorescence and absorption spectroscopy in methanol and aqueous methanol. L was found to detect Cu2+ selectively down to a concentration of 196 and 341 ppb, respectively, in methanol and 1:1 aqueous methanol even in the presence of other metal ions. The composition of the complex has been found to be 1:1 based on the job plot and is further confirmed by ESI MS. The role of calix[4]arene platform as well as the pre-organized binding core in the selective recognition of Cu2+ has been demonstrated by studying appropriate reference molecules. The possible modes of binding of L with Cu2+ have been modeled by computational calculations. L and its Cu2+ complex could very well be differentiated based on the nano-structural features observed in SEM and AFM. (C) 2009 Elsevier Ltd. All rights reserved.
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