Stereochemistry of congested cyclophanes containing chiral spirobiindanol phosphonates: Syntheses, X-ray structure, HPLC enantioresolution and clathration properties

The synthesis as well as the stereochemical characterization (in solution) of sterically congested cyclophanes containing the chiral spirobiindanol ph osphonate moiety is reported. The Williamson's synthetic procedure used for the preparation of our compounds proved to be very satisfactory and all cy clophanes were obtained in high yield (greater than or equal to 70%). Only the [1+1] cyclization products were found to be significatively formed in t he reaction.