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Org Biomol Chem. 2017 Mar 28;15(13):2797-2803. doi: 10.1039/c7ob00284j.

Rapidly accessible "click" rotaxanes utilizing a single amide hydrogen bond templating motif.

Organic & biomolecular chemistry

Beth E Fletcher, Michael J G Peach, Nicholas H Evans

Affiliations

  1. Department of Chemistry, Lancaster University, Lancaster, LA1 4YB, UK. [email protected].

PMID: 28275772 DOI: 10.1039/c7ob00284j

Abstract

The synthesis of hydrogen bond templated rotaxanes using the CuAAC click reaction has been achieved in yields of up to 47%, employing near stoichiometric equivalents of macrocycle and readily prepared azide and alkyne half-axle components. Interlocked structure formation has been confirmed by NMR spectroscopy and mass spectrometry. Density functional theory calculations support

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