醛与1,1-二苯乙烯脱氧脱氢偶联的新方法

来源 :中国化学会第十三届全国有机合成化学学术研讨会 | 被引量 : 0次 | 上传用户:silas20
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  多环芳烃(又称纳米石墨烯或分子石墨烯)在有机光电材料领域具有潜在的重要用途,近年来其设计合成引人注目[1]。合成多环芳烃的一种重要策略是先构造出准平面多环芳烃碳架前体,进而经过脱氢关环芳构化为目标分子。因此如何高效构建多环芳烃碳架具有重要的研究意义。最近,我们提出了一种新颖的合成概念——共价自组装(Covalent Self-Assembly,CSA),作为蔻基(Coronene-based)纳米石墨烯分子合成路线的核心合成策略,这种CSA合成策略可称为榫卯契合(Mortise-&-Tenon)[2]。其中的关键步骤利用FeCl3和Ac2O活化芳醛进而与芳环发生两次Friedel-Crafts烷基化反应,使芳醛嵌入二苯甲烷子结构中而形成目标产物的碳架结构,经芳构化和Scholl关环给出六-渺位六苯并蔻(c-HBC)。
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