Maier Steffen, Jester Fabian, Hoffmann Marvin T, Rominger Frank, Freudenberg Jan, Dreuw Andreas, Bunz Uwe H F
Organisch-Chemisches Institut, Ruprecht-Karls-Universität Heidelberg, Im Neuenheimer Feld 270, 69120, Heidelberg, Germany.
Interdisziplinäres Zentrum für Wissenschaftliches Rechnen, Universität Heidelberg, Im Neuenheimer Feld 205A, 69120, Heidelberg, Germany.
Adv Sci (Weinh). 2022 Sep;9(27):e2202710. doi: 10.1002/advs.202202710. Epub 2022 Jul 27.
Buchwald-Hartwig coupling of a triisopropylsilyl (TIPS)-ethynylated dibromo-N,N'-dihydrotetraazapentacene with 1,4-bis(TIPS-ethynyl)-2,3-diaminonaphthalene furnishes a dihydrohexaazaoctacene. Its oxidation with MnO results in a 7,7'-bi(hexaazaoctacenyl). In addition to eight TIPS-ethynyl groups, the bioctacene motif protects the azaoctacene subunits. The biazaoctacenyl displays a τ of > 5 d in dilute solution under ambient conditions. In the crystalline state it is persistent for > 10 months.
三异丙基甲硅烷基(TIPS)乙炔基化的二溴 - N,N'-二氢四氮杂并五苯与1,4 - 双(TIPS - 乙炔基)-2,3 - 二氨基萘进行布赫瓦尔德 - 哈特维希偶联反应,得到二氢六氮杂八并苯。用MnO对其进行氧化反应生成7,7'-双(六氮杂八并苯)。除了八个TIPS - 乙炔基外,双并八并苯结构保护了氮杂八并苯亚基。在环境条件下的稀溶液中,双氮杂八并苯的τ大于5天。在结晶状态下,它能持续存在超过10个月。