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Issue 21, 2017
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Active metal template synthesis of a neutral indolocarbazole-containing [2]rotaxane host system for selective oxoanion recognition

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Abstract

An active metal template strategy was used to synthesise a neutral indolocarbazole containing [2]rotaxane anion host system. 1H NMR anion binding investigations reveal that the [2]rotaxane recognises a range of monoanions in acetone-d5 : D2O 95 : 5 with an unusual interlocked host selectivity for acetate and dihydrogenphosphate oxoanions over halides. The rotaxane displays an overall selectivity for the sulfate dianion, favouring a 2 : 1 host : guest binding stoichiometry at low sulfate concentration and a 1 : 1 stoichiometry in the presence of excess sulfate. Fluorescence titration demonstrates that the [2]rotaxane is also capable of sensing guest anions via significant changes in its emission spectrum.

Graphical abstract: Active metal template synthesis of a neutral indolocarbazole-containing [2]rotaxane host system for selective oxoanion recognition

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Publication details

The article was received on 28 Apr 2017, accepted on 16 May 2017 and first published on 22 May 2017


Article type: Paper
DOI: 10.1039/C7OB01040K
Citation: Org. Biomol. Chem., 2017,15, 4587-4594

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    Active metal template synthesis of a neutral indolocarbazole-containing [2]rotaxane host system for selective oxoanion recognition

    A. Brown, T. Lang, K. M. Mullen and P. D. Beer, Org. Biomol. Chem., 2017, 15, 4587
    DOI: 10.1039/C7OB01040K

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