Stable Radical Cations of N,N′-Diarylated Dihydrodiazapentacenes

被引:15
|
作者
Xie, Gaozhan [1 ]
Brosius, Victor [1 ]
Han, Jie [2 ,3 ]
Rominger, Frank [1 ]
Dreuw, Andreas [2 ,3 ]
Freudenberg, Jan [1 ,4 ]
Bunz, Uwe H. F. [1 ,5 ]
机构
[1] Heidelberg Univ, Organ Chem Inst, Neuenheimer Feld 270, D-69120 Heidelberg, Germany
[2] Heidelberg Univ, Interdisziplinares Zentrum Wissensch Liches Rechn, Neuenheimer Feld 205, D-69120 Heidelberg, Germany
[3] Heidelberg Univ, Phys Chem Inst, Neuenheimer Feld 205, D-69120 Heidelberg, Germany
[4] InnovationLab, Speyerer Str 4, D-69115 Heidelberg, Germany
[5] Heidelberg Univ, Ctr Adv Mat, Neuenheimer Feld 225, D-69120 Heidelberg, Germany
关键词
N; N '-diaryldiazapentacenes; oxidation; radical cation; single crystal structure; FUSED N-HETEROACENE; PENTACENE; NITROGEN;
D O I
10.1002/chem.201904308
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A series of quinoidal N,N '-diaryldiaza-N,N '-dihydropentacenes (Quino) was prepared in a two-step reaction, starting from quinacridone. Oxidation of Quino furnishes stable radical cations, isoelectronic to the radical anions of the azaacenes, whereas the dicationic species are isoelectronic to neutral azapentacenes. The spectroscopic properties of the diaryldiazapentacenes and their oxidized mono- and dications are equivalent to that of the dianion of tetraazapentacene (TAP), its radical anion and the neutral TAP.
引用
收藏
页码:160 / 164
页数:5
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