Graduate School of Science , Nagoya University , Chikusa, Nagoya 464-8602 , Japan.
Department of Chemistry , Boston College , Chestnut Hill , Massachusetts 02467-3860 , United States.
Org Lett. 2018 Apr 6;20(7):1932-1935. doi: 10.1021/acs.orglett.8b00477. Epub 2018 Mar 21.
The synthesis and structure of a C-symmetric propeller-shaped polycyclic aromatic hydrocarbon that bears three seven-membered rings is reported. The synthesis was accomplished in three steps from benzo[ c]naphtho[2,1- p]chrysene, including a Pd-catalyzed intramolecular C-H arylation for the formation of the seven-membered rings. The combination of the helicities ( P/ M) of the three seven-membered-ring moieties and three [4]helicene moieties affords 24 possible conformers, and two relatively stable conformations were observed by H NMR spectroscopy.
报道了一种 C-对称的螺旋桨状多环芳烃的合成和结构，该芳烃带有三个七元环。该合成通过三步从苯并[c]萘并[2,1-p]苝完成，包括 Pd 催化的分子内 C-H 芳基化反应以形成七元环。三个七元环部分和三个[4]螺旋烯部分的螺旋性（P/M）的组合提供了 24 种可能的构象，通过 NMR 光谱观察到两种相对稳定的构象。
