Laboratory of Applied Chemistry, Institute of Organic Chemistry, Karlsruhe Institute of Technology, D-76131 Karlsruhe, Germany.
J Am Chem Soc. 2011 Feb 16;133(6):1790-2. doi: 10.1021/ja1113003. Epub 2011 Jan 25.
Combination of the Passerini three component-reaction (3CR) and olefin metathesis led to the formation of poly[1-(alkyl carbamoyl)alkyl alkanoates], a new class of polyesters with amide moieties in their side chain, from renewable resources. Two different approaches were studied and compared to each other. First, monomers were synthesized by the Passerini-3CR and then polymerized via acyclic diene metathesis. Alternatively, bifunctional monomers were synthesized by self-metathesis and then polymerized by Passerini-3CR. Both approaches led to the formation of high-molecular-weight polymers. Moreover, Passerini-3CRs were shown to be a versatile grafting-onto method. The results clearly demonstrate that the Passerini-3CR offers an interesting new access to monomers and polymers and thus broadens the synthetic portfolio of polymer science.
通过 Passerini 三组分反应（3CR）和烯烃复分解反应的结合，从可再生资源中形成了具有酰胺侧基的新型聚酯聚[1-（烷基氨基甲酰基）烷基烷酸酯]。研究并比较了两种不同的方法。首先，通过 Passerini-3CR 合成单体，然后通过非环二烯复分解聚合。或者，通过自复分解合成双官能单体，然后通过 Passerini-3CR 聚合。这两种方法都得到了高分子量的聚合物。此外，Passerini-3CR 被证明是一种多功能的接枝方法。结果清楚地表明，Passerini-3CR 为单体和聚合物提供了一种有趣的新途径，从而拓宽了聚合物科学的合成组合。
