Two tandem multicomponent reactions for the synthesis of sequence-defined polymers
Two tandem multicomponent reactions for the synthesis of sequence-defined polymers
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用于合成序列定义聚合物的两个串联多组分反应
DOI：
10.1007/s11426-015-5448-0
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发表时间：
2015-07
影响因子：
9.6
通讯作者：
Hong Chun-Yan
中科院分区：
文献类型：
--
作者：
Cheng Bo-Fei;You Ye-Zi;Wu De-Cheng;Hong Chun-Yan
多组分聚合已成为构建序列定义的聚合物的强大工具。尽管Passerini多组分反应已广泛应用于序列定义聚合物的合成中，但将Passerini多组分反应与其他多组分反应一锅串联用于序列定义聚合物的合成目前尚未开发出来。在这篇文章中，我们报告了 Passerini 三组分反应和三组分胺-硫醇-烯共轭反应的串联使用，用于合成序列定义的聚合物。甲基丙烯酸、己二醛和 2-异氰基丁酸酯之间进行 Passerini 反应，得到含有两个烯烃单元的新分子。随后，将胺和硫代内酯添加到反应体系中，发生三组分胺-硫醇-烯缀合反应，得到序列限定的聚合物。该方法可以更快速地获得具有高分子多样性和复杂性的序列定义的聚合物。
Multicomponent polymerizations have become powerful tools for the construction of sequence-defined polymers. Although the Passerini multicomponent reaction has been widely used in the synthesis of sequence-defined polymers, the tandem usage of the Passerini multicomponent reaction and other multicomponent reactions in one-pot for the synthesis of sequence-defined polymers has not been developed until now. In this contribution, we report the tandem usage of the Passerini three-component reaction and the three-component amine-thiol-ene conjugation reaction in one pot for the synthesis of sequence-defined polymers. The Passerini reaction between methacrylic acid, adipaldehyde, and 2-isocyanobutanoate was carried out, affording a new molecule containing two alkene units. Subsequently, an amine and a thiolactone were added to the reaction system, whereupon the three-component amine-thiol-ene conjugating reaction occurred to yield a sequence-defined polymer. This method offers more rapid access to sequence-defined polymers with high molecular diversity and complexity.
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