Direct Assembly of Polyarenes via C−C Coupling Using PIFA/BF3·Et2O,Journal of the American Chemical Society

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Direct Assembly of Polyarenes via C−C Coupling Using PIFA/BF3·Et2O
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2010-12-29 , DOI: 10.1021/ja107467c
Enrico Faggi ₁ , Rosa M. Sebastián ₁ , Roser Pleixats ₁ , Adelina Vallribera ₁ , Alexandr Shafir ₁ , Alejandra Rodríguez-Gimeno ₁ , Carmen Ramírez de Arellano ₁

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Direct oxidative Kita-type coupling between naphthalene and substituted benzenes was found to proceed via four-component coupling, leading to a linear tetraarene with a binaphthalene core. The methodology was extendable to the coupling of unfunctionalized 1,1'-binaphthalene with mesitylene to give a linear hexaarene product in a remarkably chemoselective manner in 87% yield. The method represents an attractive alternative to the traditional syntheses of related oligonaphthalene products via a sequence of metal-catalyzed cross-coupling steps.

中文翻译：

使用 PIFA/BF3·Et2O 通过 C-C 偶联直接组装聚芳烃

发现萘和取代苯之间的直接氧化 Kita 型偶联是通过四组分偶联进行的，导致具有联萘核的线性四芳烃。该方法可扩展到未官能化的 1,1'-联萘与均三甲苯的偶联，以显着的化学选择性方式以 87% 的产率得到线性六芳烃产物。该方法代表了通过一系列金属催化交叉偶联步骤合成相关低聚萘产品的一种有吸引力的替代方法。

更新日期：2010-12-29

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