The catalytic Staudinger–Vilarrasa (S–V) reaction, a widely utilized reaction for synthesizing amide-containing compounds, has played vital roles in organic synthesis. In this work, we introduce this reaction as a highly efficient chemistry strategy for the first time in polymer chemistry. First, the polycondensation of dicarboxylic acids with organic diazides produces a series of polyamides in yields of up to 94% and high molecular weight of 28 kDa. Second, this reaction between polymer-N₃ and various functional organic acids yields amide-end-functionalized polymers with near 100% efficiency. Third, amide-linked (multi)block copolymers (PEG-PEG, PS-PS, PS-b-PEG, PtBA-b-PEG) with approximate 100% efficiency, a star polymer (PEG)₃ with ∼95% efficiency and side-chain amide-functionalized polymers (∼100% efficiency) are constructed via this reaction between polymers and organic acids or polymers. This highly efficient catalytic S–V reaction provides a programable platform for producing amide bond-containing polymers that compares favourably with previous reported click strategies, such as CuAAC, thiol–ene and Diels–Alder reactions in some ways.

中文翻译：

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在聚合物化学中实施Staudinger-Vilarrasa催化反应作为一种高效化学策略†

Staudinger-Vilarrasa（S-V）催化反应是一种广泛用于合成含酰胺化合物的反应，在有机合成中起着至关重要的作用。在这项工作中，我们在高分子化学中首次将这种反应作为一种高效的化学策略进行了介绍。首先，二羧酸与有机叠氮化物的缩聚反应产生了一系列聚酰胺，收率高达94％，高分子量为28 kDa。第二，聚合物-N ₃与各种官能有机酸之间的反应产生了酰胺末端官能化的聚合物，其效率接近100％。第三，酰胺连接的（多）嵌段共聚物（PEG-PEG，PS-PS，PS- b -PEG，P吨BA- b -PEG）与近似100％的效率，星形聚合物（PEG）通过聚合物与有机酸或聚合物之间的这种反应，可制得效率约为95％的₃和侧链酰胺官能化的聚合物（效率约为100％）。这种高效的催化S–V反应为生产含酰胺键的聚合物提供了可程序化的平台，在某些方面与以前报道的点击策略（例如CuAAC，硫醇–烯和Diels–Alder反应）相比具有优势。