論文

査読有り
2011年6月

Asymmetric anionic polymerizations of N-substituted itaconimides having chiral amino-acid esters

POLYMER JOURNAL
  • Kazuhiro Yamabuki
  • ,
  • Fumiko Hashino
  • ,
  • Motohisa Azechi
  • ,
  • Kenjiro Onimura
  • ,
  • Tsutomu Oishi

43
6
開始ページ
516
終了ページ
524
記述言語
英語
掲載種別
研究論文(学術雑誌)
DOI
10.1038/pj.2011.17
出版者・発行元
NATURE PUBLISHING GROUP

Chiral itaconimides bearing the amino-acid methyl ester (MRII), such as phenylglycine-, phenylalanine-and leucine-methyl ester, at the side chain (S)- or (R)-MPGII, (S)-MPAII and (S)-MLII, respectively, were successfully synthesized and then polymerized with organometal-chiral ligand complexes such as n-butyllithium/(-)-sparteine [n-BuLi/(-)-Sp], n-BuLi/(S,S)-(1-ethylpropylidene)bis(4-benzyl-2-oxazoline) [n-BuLi/(S,S)-Bnbox], Et(2)Zn-(-)-Sp and Et(2)Zn-(S, S)-Bnbox in toluene or tetrahydrofuran (THF) to obtain optically active polymers. The effects of polymerization conditions on optical activity and the structure of poly(MRII)s were investigated by gel permeation chromatography (GPC), circular dichroism, specific rotation and (13)C nuclear magnetic resonance measurements. The yields of methanol-insoluble part of the polymer and the M(n)s, as well as the chiroptical properties of poly(MRII) s, were strongly affected by organometals, ligands, solvents and temperature. The behaviors of poly(MRII) s were different according to N-substituents. In addition, the polymers obtained with n-BuLi as the anionic initiator had higher stereoregularity than those obtained with a radical initiator. Polymer Journal (2011) 43, 516-524; doi: 10.1038/pj.2011.17; published online 6 April 2011

Web of Science ® 被引用回数 : 3

リンク情報
DOI
https://doi.org/10.1038/pj.2011.17
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000291301500002&DestApp=WOS_CPL

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