Two tandem multicomponent reactions for the synthesis of sequence-defined polymers  

作　　者：Lu Yang Ze Zhang Bofei Cheng Yezi You Decheng Wu Chunyan Hong 

机构地区：[1]Key Laboratory of Soft Matter Chemistry, Chinese Academy of Sciences [2]Department of Polymer Science and Engineering,University of Science and Technology of China [3]Beijing National Laboratory for Molecular Sciences [4]State Key Laboratory of Polymer Physics & Chemistry [5]Institute of Chemistry,Chinese Academy of Sciences

出　　处：《Science China Chemistry》2015年第11期1734-1740,共7页中国科学（化学英文版）

基　　金：supported by the National Natural Science Foundation of China(51273187,21374107);the Fundamental Research Funds for the Central Universities(WK2060200012);the Program for New Century Excellent Talents in Universities(NCET-11-0882)

摘　　要：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.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.

关 键 词：multicomponent polymerizations multicomponent reaction sequence-defined polymers Passerini reaction 

分 类 号：O631.5[理学—高分子化学]