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The new symmetric acyclic N,N' -bis(1-pyrenyl) squaramide ( H 2 L ) functionalized with the pyrene moiety as a fluorogenic fragment has been designed and its ability to selectively detect specific anions and metals investigated. H 2 L selectively binds Cl - both in solution (DMSO 0.5% H 2 O and MeCN) and in the solid state, and allows to selectively detect Cu 2+ in MeCN with the formation of a 2:1 metal-receptor complex, with a green intense emission appreciable by naked eye under the UV lamp. The H 2 L copper complex preserves its emission properties in the presence of Cl - . The addition of basic anions (OH - , CN - , and F - ) up to 10 equivalents caused the deprotonation of the squaramide NHs and a dramatic change of the emission properties of the H 2 L copper complex.

Switching-On Fluorescence by Copper (II) and Basic Anions: A Case Study with a Pyrene-Functionalized Squaramide