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A strategy for sequence control in vinyl polymers via iterative controlled radical cyclization

Author

Listed:
  • Yusuke Hibi

    (Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku)

  • Makoto Ouchi

    (Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku
    Precursory Research for Embryonic Science and Technology (PRESTO), Japan Science and Technology Agency (JST))

  • Mitsuo Sawamoto

    (Graduate School of Engineering, Kyoto University, Katsura, Nishikyo-ku)

Abstract

There is a growing interest in sequence-controlled polymers toward advanced functional materials. However, control of side-chain order for vinyl polymers has been lacking feasibility in the field of polymer synthesis because of the inherent feature of chain-growth propagation. Here we show a general and versatile strategy to control sequence in vinyl polymers through iterative radical cyclization with orthogonally cleavable and renewable bonds. The proposed methodology employs a repetitive and iterative intramolecular cyclization via a radical intermediate in a one-time template with a radical-generating site at one end and an alkene end at the other, each of which is connected to a linker via independently cleavable and renewable bonds. The unique design specifically allowed control of radical addition reaction although inherent chain-growth intermediate (radical species) was used, as well as the iterative cycle and functionalization for resultant side chains, to lead to sequence-controlled vinyl polymers (or oligomers).

Suggested Citation

  • Yusuke Hibi & Makoto Ouchi & Mitsuo Sawamoto, 2016. "A strategy for sequence control in vinyl polymers via iterative controlled radical cyclization," Nature Communications, Nature, vol. 7(1), pages 1-9, April.
    • Handle: RePEc:nat:natcom:v:7:y:2016:i:1:d:10.1038_ncomms11064
    DOI: 10.1038/ncomms11064
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