Helical Poly( α,β-unsaturated ketone) with Bulky Pendant of Binaphthyl from Anionic Polymerization of (-)- Menthyl ( S)-6'-Acrylyl-2'-methyloxy-1,1'-binaphthalene-2-carboxylate

((-)-Menthyl (S)-6-acrylyl-2-methyloxy-1,1-binaphthalene-2-carboxylate (3) was synthesized and anionically polymerized using n-BuLi as an initiator in toluene. The monomer 3 was levorotatory and had an [](D)(25) value of -72.4, but its corresponding polymer poly-3 was dextrorotatory and showed an [](D)(25) value of +162.0. Poly-3 was confirmed to exist in the form of one-handed helical structure in solution by means of comparing the specific optical rotation and the CD spectra with that of 3 and the model compounds such as (-)-menthyl (S)-6-propionyl-2-methyloxy-1,1-binaphthalene-2-carboxylate 2b and (-)-menthyl (S)-6-heptanoyl-2-methyloxy-1,1-binaphthalene-2-carboxylate 2c. This conclusion was also confirmed by the fact that the g-value of poly-3 is about 11 times of that of monomer 3.