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Influence of Introduced Substituents on the Anion-selectivity of [14]Tetraazaannulene Complexes

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Abstract

Nickel(II) complexes of [14]tetraazaannulene derivatives incorporating aromatic rings into their azaannulene framework were synthesized, and the anion-selectivity of the [14]tetraazaannulene nickel complexes 1–4 was evaluated by potentiometric measurements with solvent polymeric membrane electrodes. All of the [14]Tetraazaannulene nickel complexes, except 3, were found to exhibit high selectivity for the I– ion over the SCN– ion, although considerable interference of the ClO4– ion was observed in all 1–4 complexes. Concerning the anion-selectivities of 1 and 4, the incorporation of naphthalene rings into the azaannulene framework decreased not only the interference of the ClO4– ion but also the I– ion-selectivity over the SCN– ion. Comparison studies between the dibenzotetraaza[14]annulene nickel complexes 1–3 indicated that differences in the attached substituents of the [14]tetraazaannulene nickel complexes greatly influenced the ion-selectivity as ionophores. According to our computational results, the ionophoric properties of [14]tetraazaannulene nickel complexes 1–4 were influenced by their electrostatic properties rather than their topological properties.

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Acknowledgments

This study was supported in part by a Grant-in-Aid for Scientific Research (C) (Grant No. 25410155 to T. M.-K.)

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Authors and Affiliations

  1. Department of Applied Chemistry, Faculty of Engineering, Osaka Institute of Technology, 5-16-1 Omiya, Asahi, Osaka, 535-8585, Japan

    Takayo Moriuchi-Kawakami, Minako Obita, Toshiki Tsujinaka & Yasuhiko Shibutani

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  1. Takayo Moriuchi-Kawakami
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  2. Minako Obita
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  3. Toshiki Tsujinaka
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  4. Yasuhiko Shibutani
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Correspondence to Takayo Moriuchi-Kawakami.

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Moriuchi-Kawakami, T., Obita, M., Tsujinaka, T. et al. Influence of Introduced Substituents on the Anion-selectivity of [14]Tetraazaannulene Complexes. ANAL. SCI. 31, 887–893 (2015). https://doi.org/10.2116/analsci.31.887

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  • DOI: https://doi.org/10.2116/analsci.31.887

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