Arylthiophene derivatives are potential components of functional materials, including organic electronics. Herein, we describe a nucleophilic aromatic substitution reaction of polyfluoroarenes using silylthiophenes as nucleophiles in the presence of a catalytic amount of a fluoride salt. Various polyfluoroarene-capped thiophene derivatives were synthesized via double arylation under transition metal-free conditions. A fluoride ion activates a silylthiophene to trigger a nucleophilic aromatic substitution, subsequently affording the coupling product along with elimination of the fluoride ion, which serves as a promoter of the catalytic reaction.


中文翻译：

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通过氟催化的亲核芳香取代的多氟芳烃封端的噻吩衍生物

芳基噻吩衍生物是功能材料（包括有机电子产品）的潜在成分。在本文中，我们描述了在催化量的氟化物盐存在下使用甲硅烷基噻吩作为亲核试剂的多氟芳烃的亲核芳族取代反应。在无过渡金属的条件下，通过双芳基化反应合成了各种聚氟芳烃封端的噻吩衍生物。氟离子激活甲硅烷基噻吩以引发亲核芳族取代，随后提供偶联产物以及氟离子的消除，所述氟离子充当催化反应的促进剂。