Conformational switching between diastereoisomeric atropisomers of arenedicarboxamides induced by complexation with Lewis acids

Jonathan Clayden, Lluís Vallverdú, James Clayton, Madeleine Helliwell

    Research output: Contribution to journalArticlepeer-review

    Abstract

    Tertiary diamides of xanthene-1,8-dicarboxylic acid and biphenyl-2,2′-dicarboxylic acid exhibit a thermodynamic preference for anti stereochemistry which is inverted in the presence of Ti- or Sn-based Lewis acids, allowing interconversion between kinetically stable syn and anti diastereoisomeric atropisomers. © The Royal Society of Chemistry.
    Original languageEnglish
    Pages (from-to)561-563
    Number of pages2
    JournalChemical Communications
    Volume8
    Issue number5
    DOIs
    Publication statusPublished - 2008

    Fingerprint

    Dive into the research topics of 'Conformational switching between diastereoisomeric atropisomers of arenedicarboxamides induced by complexation with Lewis acids'. Together they form a unique fingerprint.

    Cite this