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Reported herein is the high yielding synthesis of a new fluorenone-based triazolophane and its sensing capabilities for polycyclic aromatic hydrocarbons (PAHs) and fluoride anions. Fluorescence, UV/Vis and 1H NMR spectroscopy results showed the triazolophane has a high sensitivity for selected PAHs and binds the fluoride anion in a 2 : 1 stoichiometry via C–H hydrogen bonding with the triazole and fluorenone protons.

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