Pyrene-Based Diarynes as Precursors for Twisted Fused Polycyclic Aromatic Hydrocarbons: A Comparison of Two Routes,Organic Materials

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Pyrene-Based Diarynes as Precursors for Twisted Fused Polycyclic Aromatic Hydrocarbons: A Comparison of Two Routes
Organic Materials Pub Date : 2020-12-23 , DOI: 10.1055/s-0040-1721851
Sven M. Elbert ₁ , Kevin Baumgärtner ₁ , Joshua A. Esteves ₁ , Laura Weber ₁ , Frank Rominger ₁ , Michael Mastalerz ₁

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Two bench-stable and readily accessible pyrene-based diaryne precursors based on triflate as well as TMS triflate motifs are introduced and compared in their [4+2]-Diels–Alder reactions with tetracyclone to give an oligophenyl-substituted dibenzo[e,l]pyrene in both cases. By single-crystal X-ray analysis, this twistacene showed helical chirality and an end-to-end contortion of 49.6° due to steric repulsion.

中文翻译：

基二芳烃作为扭曲熔融多环芳烃的前体：两种途径的比较

引入了两种基于三氟甲磺酸酯以及TMS三氟甲磺酸酯基序的台式稳定且易于获得的pyr基二芳烃前体，并在它们与四旋风分离器的[4 + 2] -Diels-Alder反应中进行了比较，从而得到了低聚苯基取代的二苯并[ e，l两种情况下都使用] py。通过单晶X射线分析，这种并四苯并苯显示出螺旋手性，并且由于空间排斥而端对端扭曲为49.6°。

更新日期：2020-12-24

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