A detailed study of diastereomeric complexes of chiral ureido-1,1'-binaphthalene derivatives with chiral 1-phenylethanol showed that a derivative bearing only one urea unit makes five times more stable complex with (S)-enantiomer than with (R)-enantiomer of the alcohol. This phenomenon could be used in chiral discrimination processes. The influence of individual parts of the structure on the complexation properties is shown. The probable structure of diastereomeric complexes based on experimental results and computational methods is proposed.
Keywords: [6]helicene; binaphthalene; calix[4]arene; enantioselective complexation; urea.
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