Abstract
Polymerization of 9-phenylfluoren-9-yl methacrylate was carried out aiming at obtaining highly isotactic, single-handed helical polymers using the complexes of N,N′-diphenylethylenediamine monolithium amide with (−)-sparteine, (+)-1-(2-pyrrolidinylmethyl)pyrrolidine, and (+)-2,3-dimethoxy-1,4-bis(dimethylamino)butane. Although the isotacticity (mm=55–46%) and specific rotation ([α]365 −54–+119°) of the obtained polymers were much lower than those of known single-handed helical polymethacrylates, the poly(methyl methacrylate) (PMMA) derived from the obtained polymers exhibited rather high optical activity ([α]365 −44–−11°) for a polymer which does not take any stable, chiral conformation. The optical activity of the PMMA was attributed to configurational chirality of the main chain.
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Nakano, T., Hidaka, Y. & Okamoto, Y. Asymmetric Polymerization of 9-Phenylfluoren-9-yl Methacrylate Leading to a Polymer with Main-Chain Configurational Chirality. Synthesis of Optically Active Poly(methyl methacrylate). Polym J 30, 596–600 (1998). https://doi.org/10.1295/polymj.30.596
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DOI: https://doi.org/10.1295/polymj.30.596