Abstract

Tri-o-thymotide (TOT) forms channel-type and cage-type clathrate inclusion compounds with a wide variety of guest molecules. Since these clathrate crystals are chiral, any single crystal contains different amounts of enantiomeric guests. The clathrate type as well as the chiral discrimination (the preferred enclathration of one enantiomer over the other) depend on the guest used. Channel clathrates display an unexpected amplification on crystallization from partially enriched guest solutions: the final enantiomeric excess (ee) in the crystals is much larger than that anticipated on the basis of the ee of the starting guest in solution and the chiral discrimination found for crystals grown from racemic guest solutions.

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