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Protecting-Group-Free Iterative Exponential Growth Method for Synthesizing Sequence-Defined Polymers

机译：保护基团的迭代指数增长方法，用于合成序列定义的聚合物

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摘要

As a main synthetic strategy for monodisperse sequence-defined polymers, the known iterative exponential growth (IEG) methods were all developed on protecting-group chemistry, where the additional deprotection reactions increased their synthetic steps and decreased their atom economy. In this study, we developed a protecting-group-free IEG method for the formation of sequence-defined polymers by combining three orthogonal click reactions of copper(I)-catalyzed azide–alkyne cycloaddition (CuAAC), sulfur-fluoride exchange reaction (SuFEx), and Ugi four-component reaction (Ugi-4CR). In this approach, oligomer synthesis began with three parallel CuAAC, SuFEx, and Ugi-4CR couplings among three monomers each with two orthogonal clickable end groups. By iteratively applying parallel CuAAC, SuFEx, and Ugi-4CR to couple three resultant oligomers, each having two orthogonal clickable terminals, this approach could exponentially grow three different sequence-defined polymers simultaneously with high efficiency, requiring no protecting-group chemistry. Additionally, each Ugi-4CR coupling reaction could introduce two external side groups to provide the molecular variation and side-chain functionalization for the resultant sequence-defined polymers.
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  • 来源
    《ACS Macro Letters》 |2021年第2期|共8页
  • 作者

    Zi Li; Xiangzhu Ren; Peng Sun; Hao Ding; Shumu Li; Yilin Zhao; Ke Zhang;

  • 作者单位

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

    State Key Laboratory of Polymer Physics and Chemistry Institute of Chemistry The Chinese Academy of Sciences;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 有机化学;
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