Abstract
| - (S)-Verbenol was substituted onto cyclooctatetraene (COT) via an ether linkage. In tetrahydrofuran(THF), Cs+ or Na+ counterions are tightly ion associated with the verbenoxy-COT dianion. Acosolvent, consisting of an ibuprofen unit connected to a half crown ether, was added to theverbenoxy-COT2-,M+2 solutions. The intimate interaction between the chiral cosolvent (ibuprofoxymethoxyethoxyethane) and the ion-associated counterion (either Na+ or Cs+) forces a chiralrecognition between the verbenoxy moiety and the ibuprofoxy moiety. When a molar excess of thecosolvent is present in the dianion THF solution, separation of the cosolvent associated with theverbenoxy-COT2-,M+2 complex from the uncomplexed cosolvent allows partial resolution of theenantiomers of ibuprofoxymethoxyethoxyethane.
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