Azophenolic crown ethers 1 and 2 of Cs symmetry incorporating cw-l-phenylcyclohexane-l,2-diol residues as a steric barrier have been prepared. Diastereotopic face selectivity in complexation with 2-methoxyethylamine, n-propylamine and ethanolamine was examined using temperature-dependent1H NMR spectroscopy. Both bind ethanolamine stereoselectively to one of their diastereotopic faces; the prediction of which diastereoisomeric complex was preferentially formed is made on the basis of a CPK molecular-model examination of the complexes.
|Number of pages||7|
|Journal||Journal of the Chemical Society, Perkin Transactions 1|
|State||Published - 1 Jan 1995|