A Short Covalent Synthesis of an All-Carbon-Ring [2]Rotaxane

Open Access
Authors
Publication date 05-05-2017
Journal Organic Letters
Volume | Issue number 19 | 9
Pages (from-to) 2342-2345
Organisations
  • Faculty of Science (FNWI) - Van 't Hoff Institute for Molecular Sciences (HIMS)
  • Faculty of Science (FNWI)
Abstract While the current supramolecular syntheses of [2]rotaxanes are generally efficient, the final product always retains the functional groups required for non-covalent preorganization. A short and high-yielding covalent-template-assisted approach is reported for the synthesis of a [2]rotaxane. A terephthalic acid template core preorganizes the covalently connected ring precursor fragments to induce a clipping-type cyclization over the thread moiety. Cleavage of the temporary ester bonds that connect the ring and thread fragments liberates the [2]rotaxane.
Document type Article
Note With supplementary file
Language English
Published at https://doi.org/10.1021/acs.orglett.7b00877
Downloads
acs.orglett (Final published version)
Supplementary materials
Permalink to this page
Back