Journal
TETRAHEDRON
Volume 68, Issue 44, Pages 9076-9084Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2012.08.052
Keywords
Chemosensor; Cu2+; CN-; Excimer
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Funding
- Council of Scientific and Industrial Research (CSIR), New Delhi
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A new simple organic scaffold based on acenaphthene 4 was designed and synthesized. The chromogenic and fluorogenic properties of 4 toward different metal ions and anions were investigated in H2O/MeCN (8:2, v/v) solution. The probe 4 in the presence of Cu2+ exhibited strong static excimer emission at 507 nm along with a decrease in monomer emission at similar to 400 nm ratiometrically, attributed to a complexation through aldimine and amide groups of 4. Additionally, 4 upon interaction with different anions illustrated significant fluorescence enhancement with cyanide. However, interaction of complex, 4-Cu2+ with CN- revealed fluorescence quenching attributed to formation of stable [Cu(CN)(x)](1-x) species in the medium. A naked-eye sensitive fluorescent green color of solution was changed to blue. The mechanism of interaction between 4 and Cu2+ and sensing of cyanide through Cu2+ displacement approach was confirmed by the change in optical behaviors and H-1 NMR and ESI-MS spectral data analysis. (C) 2012 Elsevier Ltd. All rights reserved.
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