Fluorogenic and chromogenic receptors for both cations and anions [1, 2] have attracted a considerable amount of attention due to the simplicity in recording the optical response upon formation of the host-guest complex. Considerable advancements have been achieved towards the development of highly selective receptors by fine tuning the optical response of the receptor to a particular cation or anion. In this context, many acyclic and macrocyclic neutral receptors having hydrogen binding units such as pyrrole, urea, thiourea, amide, amine, phenol, and Lewis acid are widely utilized.[3] It is quite evident that deprotonation of the acidic À NH group of pyrrole, imidazole, urea, or thiourea moieties upon complexation with fluoride, hydroxide, and pyrophosphate anions is crucial for the visual and chromogenic sensing of these anions. [4][5][6][7][8] On the other hand, the utilization of the deprotonated form of the anion receptor for cation sensing has been seldom investigated. [9] Recently, a few carbazole-based acyclic receptors were reported for both fluorogenic and chromogenic sensing of anions, [10] although carbazole moieties have not yet been used in macrocyclic receptors. The dual optical sensing capability of carbazole-urea receptors and the ease of deprotonation of the acidic À NH groups indicate that deprotonated carbazole-urea receptors could be effectively used for cation sensing. Toward this direction, herein we report a novel macrocyclic carbazoleurea compound that can detect fluoride and pyrophosphate through colorimetric/chromogenic and fluorogenic changes and shows selective fluorescent discrimination of H 2 PO 4 À . Furthermore, the deprotonated carbazole-urea receptor is used for highly selective ratiometric sensing of Zn 2 + by means of fluorescent changes and of Zn 2 + and Cu 2 + by means of colorimetric changes.1,8-Diamino-3,6-dichlorocarbazole (a) was synthesized according to literature procedures (Scheme 1).[11] The reaction of a with N,N-carbonyldiimidazole in dimethylsulfoxide (DMSO) solution results in conversion into the white powder cyclo-bis(urea-3,6-dichlorocarbazole) (1; Scheme 1) with 92 % yield.cyclo-Bis(urea-3,6-dichlorocarbazole) (1) is a new fluorogenic and chromogenic chemosensor for anions. The anion sensing capacity of 1 is studied by visual inspection of color changes in a DMSO-0.5 % water solution (10 mm) upon addition of 100 equivalents of tetrabutylammonium (TBA) anion salts (Figure 1 a). The corresponding absorption spec- , AcO À ) as a 1:100 equivalent ratio in a DMSO-0.5 % water solution. Corresponding b) absorption and c) fluorescence spectra (slit width = 3 nm; excitation = 365 nm).