A ferrocene redox-active triazolium macrocycle that binds and senses chloride

作者：White Nicholas G; Beer Paul D^*

来源：Beilstein Journal of Organic Chemistry, 2012, 8: 246-252.

DOI：10.3762/bjoc.8.25

• anion binding
• C-H center dot center dot center dot anion interactions
• electrochemistry
• ferrocene
• triazolium

A ferrocene bis(triazole) macrocycle was synthesised in good yield by the Eglinton coupling of an acyclic bis(alkyne) precursor and characterised in the solid state by X-ray crystallography. Alkylation gives the corresponding triazolium macrocycle, which binds chloride and benzoate strongly in CD3CN solution through favourable charge-assisted C-H center dot center dot center dot anion interactions, as evidenced by H-1 NMR titration experiments. Preliminary electrochemical studies reveal that the redox-active macrocycle is capable of sensing chloride in CH3CN solution.

• 出版日期2012-2-13