Murahashi Coupling Polymerization : Nickel(II)-N-Hererocyclic Carbene Complex-Catalyzed Polycondensation of Organolithium Species of (Hetero) arenes

Murahashi Coupling Polymerization : Nickel(II)-N-Hererocyclic Carbene Complex-Catalyzed Polycondensation of Organolithium Species of (Hetero) arenes
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Murahashi 偶联聚合:镍 (II)-N-杂环卡宾配合物催化(杂)芳烃的有机锂缩聚

DOI:
10.1021/ja406374t
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发表时间:
2013
影响因子:
15
通讯作者:
Atsunori Mori
Atsunori Mori
中科院分区:
化学1区
文献类型:
--
作者:
Kanta Fuii;Shunsuke Tamba;Keisuke Shono;Atsushi Sugie;Atsunori Mori

文献摘要

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重新考察村桥偶联,我们发现它有效地允许锂(杂)芳烃通过镍(II)催化的缩聚反应。用正丁基锂与2-氯-3-取代噻吩反质子化聚合,得到了头尾型聚3-取代噻吩型聚合物。通过锂溴交换反应合成了聚(1,4-亚芳基)S。通过去质子化卤素反应得到的锂基噻吩衍生物也进行了聚合,得到了一种溴代取代的聚噻吩类化合物。
Revisiting Murahashi coupling, we found that it effectively allows polymerization of lithiated (hetero)arenes by nickel(II)-catalyzed polycondensation. Deprotonative polymerization of 2-chloro-3-substituted thiophene withn-butyllithium gave head-to-tail-type poly(3-substituted thiophene). Poly(1,4-arylene)s were obtained by the reaction of the corresponding dibromides through lithium–bromine exchange. A lithiated thiophene derivative obtained via deprotonative halogen dance also underwent polymerization to afford a bromo-substituted polythiophene.