Abstract
The proton chemical shifts of meso and racemic 2,4-dichloropentanes (DCP) were calculated by taking into account the diamagnetic shielding, bond anisotropy and polar effects, using preferred comformations of TG and G′T forms for meso DCP, and TT and GG forms for racemic DCP. The TT form was found to be more stable the GG one by 1.97 kcal/mol. It is predicted theoretically that the anti methylene proton would appear at higher field than the syn proton. Also the orders of the excess charges of the 2p electrons and the total charges on the carbon atoms of meso and racemic DCP’s coincide with the order of the observed C-13 chemical shifts of those DCP’s.The proton chemical shifts of poly(vinyl chloride) (PVC) were calculated assuming the preferred conformations, (TG)n and (G′T)n for isotactic PVC and (TT)n for syndiotactic PVC. The calculated chemical shifts of racemic methylene and isotactic methine protons appear at a higher field than the meso methylene and syndiotactic methine protons, respectively. As for the isotactic PVC the anti proton appears at higher field than the syn proton just as for DCP.
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Ando, I., Nishioka, A. & Watanabe, S. The Chemical Shifts of Poly(vinyl chloride) and Its Model Compounds. Polym J 3, 403–413 (1972). https://doi.org/10.1295/polymj.3.403
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DOI: https://doi.org/10.1295/polymj.3.403