Conformational switching between diastereoisomeric atropisomers of arenedicarboxamides induced by complexation with Lewis acids |
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| Authors: | Clayden Jonathan Vallverdú Lluís Clayton James Helliwell Madeleine |
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| Affiliation: | School of Chemistry, University of Manchester, Oxford Road, Manchester, UK. clayden@man.ac.uk |
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| 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. |
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