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

我们开发了一种具有动态轴向手性的聚联苯乙炔，它与旋光性化合物络合后形成优先手螺旋构象。诱导的大分子螺旋度和轴向手性是自动记忆的，并且在固态中是可切换的。这一显著特征使我们能够开发出一种手性包装材料，用于分离对映体，其中的洗脱顺序或对映体选择性可以随意切换。此外，我们还合成了带有酯基和氨基甲酸酯基的聚（联苯乙炔）作为相互作用位点，并发现这些聚合物对外消旋物（如手性金属配合物和轴向手性化合物）具有很高的对映选择性。

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.