Facile synthesis of a C4-symmetrical inherently chiral calix[4]arene†

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dc.contributor.authorHodson, Lukeen_ZA
dc.contributor.authorVisagie, Kevin J.en_ZA
dc.contributor.authorSmith, Michael-Phillipen_ZA
dc.contributor.authorLoots, Leighen_ZA
dc.contributor.authorKuter, Daviden_ZA
dc.contributor.authorSnayer, Tregen M.en_ZA
dc.date.accessioned2023-05-11T07:48:59Zen_ZA
dc.date.available2023-05-11T07:48:59Zen_ZA
dc.date.issued2021-09en_ZA
dc.descriptionCITATION: Hodson, L. et al. 2021. Facile synthesis of a C4-symmetrical inherently chiral calix[4]arene†. Chemical Communications 57(84):4 pages. doi.10.1039/D1CC04607Aen_ZA
dc.descriptionThe original publication is available at: rsc.orgen_ZA
dc.description.abstractInherently chiral calix[4]arenes with C4-symmetry are extremely rare and difficult to synthesise, severely hampering any effort to expand on their potential as chiral supramolecular catalysts and building blocks. Herein we report a reaction of a tetracarbamate calix[4]arene with NBS which results in a high yield of an inherently chiral calix[4]arenes with C4-symmetry. Furthermore, employing a chiral N-Boc proline moiety allows for separation of the diastereomers formed, thus obtaining the pure enantiomers after hydrolysis. The enantiomers could be assigned based on the CD spectra and DFT calculated values.en_ZA
dc.description.versionPublisher’s versionen_ZA
dc.format.extent4 pagesen_ZA
dc.identifier.citationHodson, L. et al. 2021. Facile synthesis of a C4-symmetrical inherently chiral calix[4]arene†. Chemical Communications 57(84):4 pages. doi.10.1039/D1CC04607Aen_ZA
dc.identifier.issn2041-6539 (Online)en_ZA
dc.identifier.urihttp://hdl.handle.net/10019.1/126897en_ZA
dc.language.isoen_ZAen_ZA
dc.publisherRoyal Society of Chemistryen_ZA
dc.rights.holderAuthors retain copyrighten_ZA
dc.subjectEnantioselective catalysisen_ZA
dc.subjectFacile synthesisen_ZA
dc.subjectCalixarenesen_ZA
dc.subjectChiralityen_ZA
dc.titleFacile synthesis of a C4-symmetrical inherently chiral calix[4]arene†en_ZA
dc.typeArticleen_ZA
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