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Issue 33, 2016
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The synthesis of a pyridine-N-oxide isophthalamide rotaxane utilizing supplementary amide hydrogen bond interactions

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Abstract

The synthesis of a pyridine-N-oxide containing rotaxane, not requiring an additional ionic template, has been achieved in 32% yield. Successful rotaxane formation is dependent upon the structure of the isophthalamide macrocycle used, an observation which has been rationalised by a combination of NMR spectroscopy, X-ray crystallography and computational modelling.

Graphical abstract: The synthesis of a pyridine-N-oxide isophthalamide rotaxane utilizing supplementary amide hydrogen bond interactions

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Publication details

The article was received on 04 Jul 2016, accepted on 01 Aug 2016 and first published on 01 Aug 2016


Article type: Paper
DOI: 10.1039/C6OB01435F
Citation: Org. Biomol. Chem., 2016,14, 7972-7981
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    The synthesis of a pyridine-N-oxide isophthalamide rotaxane utilizing supplementary amide hydrogen bond interactions

    N. H. Evans, C. E. Gell and M. J. G. Peach, Org. Biomol. Chem., 2016, 14, 7972
    DOI: 10.1039/C6OB01435F

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