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 ClO
4− 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 ClO
4− 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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