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A C3-substituted cyclotriveratrylene derivative with 8-quinolinyl groups as a fluorescence-enhanced probe for the sensing of Cu2+ ions

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Abstract

C 3-Substituted cyclotriveratrylene (CTV) derivatives were considered suitable candidates for recognition compounds due to their unique structures. In this study, a C3-substituted CTV derivative with three fluorogenic 8-quinolinyl groups (1) was designed and prepared as a fluorescent probe. The synthesized CTV derivative 1 exhibited a selective response of fluorescence enhancement toward Cu2+ ions among the examined cations. The sensing ability of CTV derivative 1 toward Cu2+ ions was superior to that of the previously reported C3-substituted CTV derivative with three 2-quinolinyl groups (2). It is, thus, suggested that the CTV structure plays an important role in selective sensing ability toward Cu2+ ions since the mono-quinoline compound 5 showed fluorescence properties toward the Cr3+, Fe2+ and Fe3+ ions in addition to Cu2+ ions. In other words, the high Cu2+ ion-selectivity of CTV derivative 1 was demonstrated even in the presence of other co-existing examined cations. Moreover, it was found that CTV derivative 1 could work as a reversible fluorescence-enhanced probe toward Cu2+ ions by the simple addition of Et3N.

Graphical abstract: A C3-substituted cyclotriveratrylene derivative with 8-quinolinyl groups as a fluorescence-enhanced probe for the sensing of Cu2+ ions

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Publication details

The article was received on 20 Aug 2018, accepted on 31 Oct 2018 and first published on 21 Nov 2018


Article type: Paper
DOI: 10.1039/C8AN01615A
Citation: Analyst, 2019, Advance Article
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    A C3-substituted cyclotriveratrylene derivative with 8-quinolinyl groups as a fluorescence-enhanced probe for the sensing of Cu2+ ions

    T. Moriuchi-Kawakami, Y. Mizuno, T. Inoue, S. Matsubara and T. Moriuchi, Analyst, 2019, Advance Article , DOI: 10.1039/C8AN01615A

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