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

ABSTRACT: 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 CD(3)CN solution through favourable charge-assisted C-H···anion interactions, as evidenced by (1)H NMR titration experiments. Preliminary electrochemical studies reveal that the redox-active macrocycle is capable of sensing chloride in CH(3)CN solution.

SUBMITTER: White NG

PROVIDER: S-EPMC3302085 | biostudies-literature | 2012

REPOSITORIES: biostudies-literature

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

White Nicholas G NG Beer Paul D PD

Beilstein journal of organic chemistry 20120213

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 CD(3)CN solution through favourable charge-assisted C-H···anion interactions, as evidenced by (1)H NMR titration experiments. Preliminary electrochemical studies reveal that the redox-active macrocycle is ...[more]

PMID: 22423291

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