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Electron-withdrawing natured di-nitro substituted, π···hole recognition element incorporated electron-deficient chemosensors  L 1 , L 1 ”, L 2and  L 2 ”  have been designed and synthesised. UV-Vis and naked-eye colourimetric studies show that the nitro functionalization and numbers of nitro functionalization decide the selectivity of receptors towards cyanide anion sensing. When an electron-withdrawing natured, di-nitro substituted electron-deficient π···hole aryl moiety is present in a chemosensor, the aromatic – C-H group turns to be an additional hydrogen bonding donor, establishing selective colourimetric sensor for anion of our interest, cyanide. In addition, electron-deficient perfluoro phenyl moiety is also contributing in strengthening the sensors. The selectivity of these two chemosensors  L 1and  L 2towards cyanide anion is due to the overall cooperative effects of Ar-C-H···anion, traditional urea – N-H···cyanide, cyanide···π interactions present in the respective sensor molecules. To the best of our knowledge, this is the first report of colourimetric sensing of cyanide inclined by Ar-CH group.

international journal of environmental analytical chemistry

Aryl- C H  and aryl-π•••hole supported selective colourimetric sensing of cyanide. Effect of ‘on- the - ring /off- the-ring’ π•••hole functionality in cyanide selectivity