Notes and references
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Fig. 3 The optimized structures of 1 and 1-CN.
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Fig. 4 Molecular orbitals and electronic contributions of the relevant
excitations for 1 and 1-CN.
because of PCT (photo-induced charge transfer) or heavy metal
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the quenched fluorescence is immediately recovered (turn-on)
caused by a formation of stable Cu(CN)2.17,18 So, to address any
possibility of the Cu2+ ion interference toward CNꢀ detection in
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spectral changes. In both cases, we observed same spectral
patterns to those of original 1-CN (Fig. S9w), strongly implicates
that the chemodosimeter 1 implements an irreversible chemical
reaction for the CNꢀ to exert a selective CNꢀ sensor without any
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In summary, 1 containing a conjugated indole-coumarin
skeleton provides an easy to make, simple, and efficient dual
chromogenic and fluorogenic sensing molecule model. The
conjugated chemodosimeter 1 showed remarkable dual changes
in absorption and emission bands for KCN over other potassium
salt anions. DFT/TDDFT calculations indicate that upon the
addition of CNꢀ the fluorescence enhancement of 1 is mainly due
to the blocking of conjugation-based ICT process.
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This work was supported by the CRI project (2010–0000728)
(JSKim) and by the NRF grant (NO. 20100001630, JYL) and
Samsung Research Fund, Sungkyunkwan University, 2010.
c
2888 Chem. Commun., 2011, 47, 2886–2888
This journal is The Royal Society of Chemistry 2011