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Cul/HMPA-catalyzed Alkylation to Tolan: a Valuable Method for Discotic Liquid Crystal Hexabenzocoronene

机译:CUL / HMPA催化烷基化与托兰:一种有价值的椎间盘液晶六苯并酮的方法

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In this paper, a novel protocol of akylation to tolan using CuI/HMPA as catalyst for synthesizing alkyl-substituted hexabenzocoronene (HBC) was described. The key step in the route was the construction of tolan bearing 2 long side chains, which was completed in the first step via coupling reaction between 4, 4'-Bis(bromomethyl)tolan (1) and Grignard Reagent in a mild condition. Afterward, Co_2(CO)_8 catalyzed cyclotrimerization gave hexaphenylbenzene derivative (HPB) which could be easily separated by column chromatography and recrystalization. The planarization of HPB was carried out with FeCl_3 /MeNO_2 to afford the desired HBC with long odd-carbon alkyl chains in good overall yields.
机译:本文描述了使用Cui / HMPA作​​为合成烷基取代的六甲苯烯酮烯(HBC)的Cui / HMPA的α-族化合物的新方案。该路线的关键步骤是托兰轴承2长侧链的构建,其在第一步通过4,4'-双(溴甲基)甲兰(1)和格氏试剂在温和条件下的偶联反应完成。之后,CO_2(CO)_8催化的循环二聚体得到己烷基苯衍生物(HPB),其可以通过柱色谱和再结晶容易地分离。 HPB的平坦化与FECL_3 / MENO_2进行,得到所需的HBC,具有长奇碳烷基链,其整体产率良好。

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