Radical polymerization of styrene derivatives bearing N-free amino acid side chains, synergic effect of chirality, and hydrogen bonding for stereoselective polymerization



Radical polymerization of styrene derivatives having a series of amino acid, alanine, glycine, leucine, valine, Boc-leucine, and Boc-valine, in the side chain bound at the C-terminal was conducted to regulate the stereoinduction system in the propagation step. Isotacticity increased in the polymer main chain, especially in the polymerization of monomers bearing N-free L-leucyl and L-valyl esters in THF or DMF at 50 °C, by the synergic stereoregulation with chirality control and hydrogen bonding between the radical polymer terminal and the monomer. © 2010 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2010