Rüdiger Elias C, Müller Matthias, Koser Silke, Rominger Frank, Freudenberg Jan, Bunz Uwe H F
Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
InnovationLab GmbH, Speyerer Str. 4, 69115, Heidelberg, Germany.
Chemistry. 2018 Jan 24;24(5):1036-1040. doi: 10.1002/chem.201704103. Epub 2017 Nov 2.
Triphenylene units stabilize hexacenes as dibenzohexacenes. The hexacenes formed by a statistical Yamamoto coupling of dibromobenzene with dibromo-TIPS-pentacene or, alternatively, Stille coupling with dimethyldibenzostannole. UV/Vis spectroscopy and quantum chemical calculations show that despite the double benzannulation, the species have hexacene-type character, as evidenced by their redshifted absorption characteristics. The charge carrier mobility of dibenzohexacene 1 a was determined up to 0.2 cm /(Vs).
三亚苯单元将并六苯稳定为二苯并并六苯。通过二溴苯与二溴-TIPS-并五苯的统计山本偶联或与二甲基二苯并锡烷的Stille偶联形成并六苯。紫外/可见光谱和量子化学计算表明,尽管有双苯并环化作用,但这些物种具有并六苯型特征,其红移的吸收特性证明了这一点。测定了二苯并并六苯1 a的电荷载流子迁移率,高达0.2 cm²/(Vs)。