Development of chiral stationary phases capable of switchable enantioseparations based on helical polymers bearing biphenyl pendants

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We have developed poly(biphenylylacetylene)s, which have a dynamic axial chirality and forms a preferred-handed helical conformation upon complexation with optically active compounds. The induced macromolecular helicity and axial chirality are memorized automatically and, further, are switchable in the solid state. This remarkable feature allowed us to develop a chiral packing material for the separation of enantiomers in which the elution order, or enantioselectivity, can be switched at will. In addition, we have synthesized poly(biphenylylacetylene)s bearing ester and carbamate groups as an interaction site and found that these polymers exhibited a high enantioselectivities against racemates, such as chiral metal complexes and axially chiral compounds.