Abstract
Sterically crowded chiral biaryl ketimines have been prepared via nucleophilic addition onto a substituted benzonitrile or 8-cyanoquinoline and subsequent treatment of the resulting methylenimines either with methyl iodide, or with a chiral primary amine. Atropisomerism due to the hindered rotation of the aryl groups about the C–C bond adjacent to C N has been evidenced in all cases. Physical separation and full characterisation (NMR and X-ray analysis) of atropisomeric imines have been accomplished.
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