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

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

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...

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Veröffentlicht in:Organic & biomolecular chemistry 2016-01, Vol.14 (33), p.7972-7981
Hauptverfasser: Evans, Nicholas H, Gell, Charles E, Peach, Michael J G
Format: Artikel
Sprache:eng
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Zusammenfassung: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.
ISSN:1477-0520
1477-0539
DOI:10.1039/c6ob01435f