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

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

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 electrode...

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Bibliographic Details
Published in:Analytical Sciences Vol. 31; no. 9; pp. 887 - 893
Main Authors: MORIUCHI-KAWAKAMI, Takayo, OBITA, Minako, TSUJINAKA, Toshiki, SHIBUTANI, Yasuhiko
Format: Journal Article
Language:English
Published: Singapore The Japan Society for Analytical Chemistry 2015
Springer Nature Singapore
Japan Science and Technology Agency
Subjects:
Analytical Chemistry
anion-selectivity
Aromatic compounds
Chemistry
Derivatives
DFT calculation
Electrodes
electrostatic property
Interference
ion-selective electrode
Mathematical analysis
Nickel
nickel complex
Solvents
substituent effect
Tetraazaannulene
topological property
Topology
DFT calculation
electrostatic property
nickel complex
substituent effect
ion-selective electrode
Tetraazaannulene
anion-selectivity
topological property
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Summary: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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ISSN:0910-6340
1348-2246
DOI:10.2116/analsci.31.887