Detection of the Site of an Enantioselective Interaction between Chiral Polypinanylsilane and a Hydrophobic Enantiomer by Use of Circular Dichroism

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Abstract
Since optically active poly(methylpinanylsilane) synthesized by Na-mediated polycondensation of the corresponding dichlorosilane showed an Cotton effect at the UV region of Siσ-Siσ* transition of the main chain in the circular dichroism (CD) spectrum, the main chain was found to have a chirality. The Cotton bands in the presence of the (+)-isomer of a hydrophobic compound were different from those in the presence of the (−)-isomer. Therefore, this polymer was found to have an ability of the enantioselective recognition. On the other hand, a hydrophilic compound did not affect the CD band. These findings indicate that the recognition was caused mainly by hydrophobic diastereomeric interaction between the chiral compound and chiral main chain in this polymer.