Metal-Free, Multicomponent Synthesis of Pyrrole-Based π-Conjugated Polymers from Imines, Acid Chlorides, and Alkynes
Metal-Free, Multicomponent Synthesis of Pyrrole-Based π-Conjugated Polymers from Imines, Acid Chlorides, and Alkynes
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DOI：
10.1021/jacs.6b05035
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发表时间：
2016-08-24
影响因子：
15
通讯作者：
Arndtsen, Bruce A.
中科院分区：
文献类型：
--
作者：
Kayser, Laure V.;Vollmer, Moritz;Arndtsen, Bruce A.
多组分偶联反应(MCR)越来越多地应用于大分子的合成，因为它们可以快速生成材料库，作为一种调整性质的方法。MCRS可以被证明在合成聚酰亚胺共轭聚合物方面特别有用，在这种聚合物中，结构变化是微调电子性质所必需的。在这里，我们描述了第一个无金属的多组分共轭聚合物的方法。该反应利用亚胺、酸性氯化物和(儿茶酚)对苯二酚的偶联反应生成不含磷的聚合物，这些聚合物可以通过环加成反应转化为聚吡咯。该平台允许从现成的单体中一步高效地合成高分子量聚合物家族。
Multicomponent coupling reactions (MCRs) are becoming increasingly used in the synthesis of macromolecules, as they can allow the rapid generation of libraries of materials as a method to tune properties. MCRs could prove particularly useful in the synthesis of pi-conjugated polymers in which structural changes are necessary for fine-tuning of electronic properties. We describe here the first metal-free multicomponent approach to conjugated polymers. This reaction exploits the coupling of imines, acid chlorides, and (catechyl)PPh to generate phospha-munchnone-containing polymers, which can be converted to poly(pyrroles) via cycloaddition. The platform allows for the efficient synthesis of families of high molecular weight polymers in one step from readily available monomers.