Murahashi Coupling Polymerization: Nickel(II)–N-Heterocyclic Carbene Complex-Catalyzed Polycondensation of Organolithium Species of (Hetero)arenes
2013; American Chemical Society; Volume: 135; Issue: 33 Linguagem: Inglês
10.1021/ja406374t
ISSN1943-2984
AutoresKanta Fuji, Shunsuke Tamba, Keisuke Shono, Atsushi Sugie, Atsunori Mori,
Tópico(s)N-Heterocyclic Carbenes in Organic and Inorganic Chemistry
ResumoRevisiting 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 with n-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.
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