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The metal-free system 5, in an MeCN solution, also does not show any fluorescent emission. However, the typically structured emission spectrum of the anthracene fragment can be observed if the solution of the metal-free system is acidified with conc. HCl. In fact, in absence of metal ions or protons, the tertiary nitrogen atom in system 5 quenches the proximate photoexcited anthracene fragment An* through an N-to-An* eT process. On protonation, the electron pair of the tertiary amine group is no longer available for eT and fluorescence is restored.
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