We have demonstrated the use of a core-substituted naphthalene diimide (c-NDI) bearing trimethylsilyl-acetylene moieties which is capable of being utilised as a colorimetric and fluorescent chemodosimeter for anions. The detection of anions was carried out by desilylation of the detector. A significant change, visible to the naked eye, was observed only upon addition of F(-) ions; addition of other ions, such as Cl(-), Br(-), HSO(4)(-), AcO(-) and H(2)PO(4)(-) resulted in no distinct changes. Modifications of the electronic properties of the c-NDI upon addition of fluoride ions were characterised by means of UV-vis, fluorescence and (1)H NMR spectroscopy. (C) 2011 Elsevier Ltd. All rights reserved.