The stereochemistries in solution of the diastereoisomeric complexes formed by quinines modified at the hydroxyl site (9-O-acetylquinine; 9-O-(3,5-dimethoxyphenylcarbamate)quinine) or quinuclidine nitrogen (N-benzylquininium chloride) and each enantiomer of 2-(3¢,5¢-dinitrobenzamido)-1-phenylethanol have been compared to those of the free compounds by 1H NMR investigations. Completely different interaction models, also involving changes of the free state conformations, have been obtained.
Different Enantioselective Interaction Pathways Induced by Derivatized Quinines
UCCELLO BARRETTA, GLORIA;BALZANO, FEDERICA;SALVADORI, PIERO
2000-01-01
Abstract
The stereochemistries in solution of the diastereoisomeric complexes formed by quinines modified at the hydroxyl site (9-O-acetylquinine; 9-O-(3,5-dimethoxyphenylcarbamate)quinine) or quinuclidine nitrogen (N-benzylquininium chloride) and each enantiomer of 2-(3¢,5¢-dinitrobenzamido)-1-phenylethanol have been compared to those of the free compounds by 1H NMR investigations. Completely different interaction models, also involving changes of the free state conformations, have been obtained.File in questo prodotto:
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