In the present study, we report the solvent controlled selectivity of cyanide. A newly synthesized bis-pyrene derivative 1 exhibited large "off-on" fluorescence enhancement with fluoride and cyanide in CH 3CN-DMSO (99:1, v/v), which was accompanied by unique colorimetric changes. Likewise, in CH3CN-DMSO-EtOH (98:1:1, v/v) or CH 3CN-DMSO-H2O (94:1:5, v/v), selective fluorescence enhancement with cyanide was observed among the various anions, which was attributed to a favourable interaction between the fluoride ion with ethanol or water. The binding modes, UV absorption and fluorescence changes of 1 upon CN- binding are also explained by DFT calculations. Probe 1 was successfully applied for imaging cyanide in the HeLa cells. Finally, anion-activated CO2 sensing via colour and fluorescence changes is demonstrated using chemosensor 1.
Bibliographical noteFunding Information:
This work was also supported by the National Research Foundation of Korea (NRF) grant funded by the Korea Government (MSIP) (No. 2012R1A3A2048814 ). The work at Sungkyunkwan University was supported by an NRF Grant ( 2007-0056343 ) funded by MEST.
- Anion recognition
- Colorimetric sensor
- Cyanide selective chemosensor
- Fluorescence sensor