Supporting Information A Free Radical Initiated Vinyl Helical Polymer Maintains Memory of Helical Sense Excess after Removal of the Inducing Chiral Pendant Group

(+)-2,5-Bis[4’-((S)-2-methyl butyoxy)phenyl]toluene (3a): 0.048 mol (10 g) 4-[(S)-2-methyl butoxyl]phenylboronic acid dissolved in 20 ml of ethanol is added dropwise to the mixture of 0.02 mol (5 g) of 2,5-dibromotoluene, 0.8 mmol (0.924 g) tetrakis(triphenylphosphine)palladium Suzuki cross-coupling catalyst, 20 ml of benzene, 40 ml of ethanol, and 60 ml of 2M Na2CO3 aqueous solution under argon atmosphere. After adding, the mixture is refluxed for 24 hours with vigorous stirring. After the mixture is cooled to room temperature, 200 ml of dichloromethane is added to it. Then, the organic layer is separated and washed several times with DI water, followed by drying over sodium sulfate. The crude product, obtained by removing dichloromethane with rotator evaporator, is purified by silica gel column (dichloromethane/petroleum = 1/6), followed by recrystallization in petroleum ether (b.p. 60~90°C). Yield 82.0 %. H NMR (400 MHz, CDCl3,δ, ppm): 0.943~0.985 (t, 6H, CH3), 1.02~1.05 (d, 6H, CH3), 1.25~1.35 (m, 2H, CH2), 1.55~1.64 (m, 2H, CH2), 1.86~1.94 (m, 2H, CH), 2.33 (s, 3H, Ar-CH3), 3.74~3.79 (q, 2H, OCH2), 3.84~3.88 (q, 2H, OCH2), 6.92~6.99 (m, 4H, Ar), 7.22~7.28 (m, 3H, Ar), 7.39~7.46 (m, 2H, Ar) ,7.52~7.56 (d, 2H, Ar). Anal. Calcd (%): C, 83.65; H, 8.65; O, 7.70. Found (%): C, 83.36; H, 8.90; O, 7.74. MS (EI, m/e): 416(parent), 346, 276(base), 186, 107. Optical specific rotation [α]D = + 13.8°, [α]365 = +56.6° (c = 2.0 g/L in THF). Melting point: 88.7 °C.