Zeitter Nico, Hippchen Nikolai, Maier Steffen, Rominger Frank, Dreuw Andreas, Freudenberg Jan, Bunz Uwe H F
Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Interdisciplinary Center for Scientific Computing, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 205, 69120, Heidelberg, Germany.
Angew Chem Int Ed Engl. 2022 Jun 27;61(26):e202200918. doi: 10.1002/anie.202200918. Epub 2022 May 5.
Sixfold TIPS-ethynylation combined with fourfold bromination of the armchair edges furnishes a long-lived, soluble heptacene; π-extension via Stille coupling accesses a persistent tetrabenzononacene. Both types of acenes were stabilized best by double TIPS-ethynylation on every other benzene ring. Tetrabromoheptacene is an ambipolar transistor material (up to 0.036 cm V s n-channel), which was corroborated by generation of its monoanion and monocation.
六重TIPS-乙炔基化与扶手椅型边缘的四重溴化相结合，得到了一种长寿命的可溶性并七苯；通过Stille偶联进行π-扩展可得到稳定的四苯并壬并苯。通过在每隔一个苯环上进行双重TIPS-乙炔基化，这两种并苯都得到了最佳的稳定。四溴并七苯是一种双极性晶体管材料（n沟道高达0.036 cm² V⁻¹ s⁻¹），这通过其单阴离子和单阳离子的生成得到了证实。
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