Optically Active Mono and Bis(1,1'-Binaphthyl)-Cyclophanes: Large Differences in the Complexation of Naproxen Derivatives in Aqueous Solution

Article abstract of DOI:10.1016/0040-4039(91)80146-W

Four new optically active cyclophanes with apolar cavities shaped by the major grooves of the 2,2',6,6'- and 2,2',7,7'-tetraoxa-1,1'-binaphthyl units were prepared for the inclusion complexation of naproxen derivatives in aqueous solution.Macrocycles formed by one diphenylmethane and one binaphthyl spacer give stronger binding and, unexpectedly, a higher degree of chiral recognition than cyclophanes formed by two bridged binaphthyl derivatives.