An acidic pH fluorescent probe based on Tr?ger's base
RSC Advances Pub Date: 2017-12-07 DOI: 10.1039/C7RA11228A
Abstract
A novel pH fluorescent probe 2,8-(6H,12H-5,11-methanodibenzo[b,f]diazocineylene)-di(p-ethenyl-pyridine) (TBPP) incorporating an electron-donating amine moiety and electron-accepting pyridine group through Tr?ger's base linker was designed and synthesized. TBPP exhibits an intramolecular charge transfer effect caused by the donor–acceptor interaction between its amine and pyridine units. Its emission can be reversibly switched between blue and dark states by protonation and deprotonation. Such behavior enables it to work as a turn-off fluorescent pH sensor in solution state. 1H NMR spectroscopy analysis suggests that the change in electron affinity of the pyridinyl unit upon protonation and deprotonation is responsible for such sensing processes.
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Journal Name：RSC Advances
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CAS no.: 89640-58-4
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