Journal
ORGANIC & BIOMOLECULAR CHEMISTRY
Volume 4, Issue 8, Pages 1529-1538Publisher
ROYAL SOC CHEMISTRY
DOI: 10.1039/b518178j
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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.
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