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Issue 8, 2006
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Anion-templated assembly of [2]rotaxanes

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Abstract

Anion templation is used to develop a general method for rotaxane synthesis. The anion-templated synthesis of three new [2]rotaxanes containing positively charged pyridinium axles and neutral isophthalamide macrocyclic components is described. The incorporation of electron withdrawing substituents, such as the nitro group, into the 5-position of an isophthalamide bis-vinyl acyclic precursor results in a significant improvement in [2]rotaxane assembly yields. Rotaxane anion binding strengths are also enhanced whilst the rotaxane's unique interlocked binding domain ensures selectivity for chloride – the templating anion – is maintained.

Graphical abstract: Anion-templated assembly of [2]rotaxanes

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Publication details

The article was received on 22 Dec 2005, accepted on 09 Feb 2006 and first published on 10 Mar 2006


Article type: Paper
DOI: 10.1039/B518178J
Org. Biomol. Chem., 2006,4, 1529-1538

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    Anion-templated assembly of [2]rotaxanes

    M. R. Sambrook, P. D. Beer, M. D. Lankshear, R. F. Ludlow and J. A. Wisner, Org. Biomol. Chem., 2006, 4, 1529
    DOI: 10.1039/B518178J

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