Elbert Sven M, Haidisch Anika, Kirschbaum Tobias, Rominger Frank, Zschieschang Ute, Klauk Hagen, Mastalerz Michael
Organisch-Chemisches Institut, Ruprecht-Karls Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Max Planck Institute for Solid State Research, Heisenbergstr. 1, 70569, Stuttgart, Germany.
Chemistry. 2020 Aug 17;26(46):10585-10590. doi: 10.1002/chem.202001555. Epub 2020 Jul 20.
A new synthetic route to tetraindenopyrene (TIP)-a bowl-shaped cut-out structure of C -is reported. The key step in this approach is a fourfold palladium-catalyzed C-H activation that increases the yield more than 50 times in comparison to the approach originally described by Scott and co-workers. Besides examination of its optoelectronic properties and study of its aggregation in solution, TIP was also re-investigated by dispersion-corrected DFT methods, which showed that dispersion interactions significantly increase the bowl-to-bowl inversion barrier. Furthermore, TIP was used as a semiconductor in p-channel thin-film transistors (TFTs).
报道了一种合成四茚并芘（TIP）——一种碗状的C形截角结构——的新路线。该方法的关键步骤是四重钯催化的C-H活化，与Scott及其同事最初描述的方法相比，产率提高了50多倍。除了研究其光电性质和溶液中的聚集情况外，还通过色散校正的密度泛函理论（DFT）方法对TIP进行了重新研究，结果表明色散相互作用显著提高了碗状结构之间的翻转势垒。此外，TIP被用作p沟道薄膜晶体管（TFT）中的半导体。
