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Issue 88, 2017, Issue in Progress
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An acidic pH fluorescent probe based on Tröger's base

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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 Tröger'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.

Graphical abstract: An acidic pH fluorescent probe based on Tröger's base

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Publication details

The article was received on 12 Oct 2017, accepted on 02 Dec 2017 and first published on 07 Dec 2017


Article type: Paper
DOI: 10.1039/C7RA11228A
Citation: RSC Adv., 2017,7, 55577-55581
  • Open access: Creative Commons BY license
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    An acidic pH fluorescent probe based on Tröger's base

    C. Yuan, Y. Zhang, H. Xi and X. Tao, RSC Adv., 2017, 7, 55577
    DOI: 10.1039/C7RA11228A

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