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Molecular Trefoil Knot from a Trimeric Circular Helicate

Cite this: J. Am. Chem. Soc. 2018, 140, 15, 4982–4985
Publication Date (Web):March 14, 2018
https://doi.org/10.1021/jacs.8b00738
Copyright © 2018 American Chemical Society
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Abstract

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We report the two-step synthesis of a molecular trefoil knot in 90% overall yield through the self-assembly of a 12-component trimeric circular zinc helicate followed by ring closing metathesis of six pendant alkene chains. Both the trimeric circular helicate intermediate and the resulting trefoil knot were characterized by NMR spectroscopy, mass spectrometry, and X-ray crystallography.

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The Supporting Information is available free of charge on the ACS Publications website at DOI: 10.1021/jacs.8b00738.

  • Experimental procedures, analytic data (1H NMR, 13C NMR, MS) for all new compounds (PDF)

  • Crystallographic data of trimeric circular helicate 3, CCDC 1815058 (CIF)

  • Crystallographic data of trefoil knot 4, CCDC 1815059 (CIF)

  • Trefoil knot 4 X-ray structure (AVI)

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Most electronic Supporting Information files are available without a subscription to ACS Web Editions. Such files may be downloaded by article for research use (if there is a public use license linked to the relevant article, that license may permit other uses). Permission may be obtained from ACS for other uses through requests via the RightsLink permission system: http://pubs.acs.org/page/copyright/permissions.html.

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