Eichelmann Robert, Rippel Daniel, Ballmann Joachim, Gade Lutz H
Anorganisch-Chemisches Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany.
Chem Commun (Camb). 2023 Oct 10;59(81):12136-12139. doi: 10.1039/d3cc04113a.
Substituted tetraazacoronene fluorophores have been obtained selectively by double Suzuki-Miyaura cross coupling of symmetrically substituted 1,2-bis(pinacolatoboryl)alkenes with a bay-substituted octaazaperopyrenedioxide (OAPPDO). Subsequent Scholl reaction of the dimethoxyphenylated derivative allowed further π-extension of the azaperylene core, yielding a highly redox-active bis(phenanthro)tetraazacoronene.
通过对称取代的1,2-双(频哪醇硼酸酯基)烯烃与一个湾区取代的八氮杂苝二酰亚胺二氧化物(OAPPDO)进行双铃木-宫浦交叉偶联,选择性地获得了取代的四氮杂并苯荧光团。二甲基苯基化衍生物随后的肖尔反应使氮杂苝核进一步发生π-扩展,生成了一种具有高氧化还原活性的双(菲)四氮杂并苯。