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Synthesis of Pyrrole-Based Poly(arylenevinylene)s via Co-Catalyzed Hydroarylation of Alkynes
Macromolecular Rapid Communications ( IF 4.6 ) Pub Date : 2021-06-17 , DOI: 10.1002/marc.202100283
Ryota Iwamori 1 , Ryota Sato 1 , Junpei Kuwabara 1 , Takeshi Yasuda 2 , Takaki Kanbara 1
Affiliation  

Polyaddition via the Co-catalyzed hydroarylation of 1-(2-pyrimidinyl)pyrrole with aromatic diynes affords poly(arylenevinylene)s under mild conditions. This reaction avoids production of stoichiometric amounts of by-products. Although structural analysis of the obtained polymers reveals the presence of 1,1-vinylidene unit, switching the counter anion of the Co catalyst and steric hindrance of the diyne monomers improves the regioselectivity of the polymers. When a catalyst with bulky counter anions is used for the reaction of less hindered diyne monomers, 1,2-vinylene linkages are formed dominantly over 1,1-vinylidene linkages (93:7). The effect of the regioselectivity of the polymer on the optical and semiconducting properties is also evaluated.

中文翻译:

炔烃共催化加氢芳基化合成吡咯基聚亚芳基亚乙烯基

在温和条件下,通过 1-(2-嘧啶基) 吡咯与芳族二炔的共催化加氢芳基化反应得到聚 (亚芳基亚乙烯基)。该反应避免产生化学计量量的副产物。尽管所得聚合物的结构分析表明存在 1,1-亚乙烯基单元,但改变 Co 催化剂的抗衡阴离子和二炔单体的空间位阻提高了聚合物的区域选择性。当具有庞大抗衡阴离子的催化剂用于受阻较小的二炔单体的反应时,1,2-亚乙烯基键的形成主要超过 1,1-亚乙烯基键 (93:7)。还评估了聚合物的区域选择性对光学和半导体性能的影响。
更新日期:2021-08-20
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