2,7,11,16‐Tetra‐<i>tert</i>‐Butyl Tetraindenopyrene Revisited by an “Inverse” Synthetic Approach
Sven M. Elbert, Anika Haidisch, Tobias Kirschbaum, Frank Röminger, Ute Zschieschang, Hagen Klauk, Michael Mastalerz
Abstract
-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).
Topics & Concepts
TetraSemiconductorDispersion (optics)PalladiumThin-film transistorYield (engineering)InverseMaterials scienceInversion (geology)OptoelectronicsCatalysisChemistryNanotechnologyMathematicsOpticsPhysicsMedicinal chemistryOrganic chemistryComposite materialGeometryPaleontologyBiologyStructural basinLayer (electronics)Organic Electronics and PhotovoltaicsSynthesis and Properties of Aromatic CompoundsFullerene Chemistry and Applications