An Efficient Synthesis of Tetraazapentacenes

被引:121
作者
Tverskoy, Olena [1 ]
Rominger, Frank [1 ]
Peters, Anastasia [2 ]
Himmel, Hans-Joerg [2 ]
Bunz, Uwe H. F. [1 ]
机构
[1] Univ Heidelberg, Inst Organ Chem, D-69120 Heidelberg, Germany
[2] Univ Heidelberg, Inst Anorgan Chem, D-69120 Heidelberg, Germany
基金
美国国家科学基金会;
关键词
acenes; alkynes; heteroacenes; organic electronics; palladium catalysis; THIN-FILM TRANSISTORS; ORGANIC SEMICONDUCTORS; N-HETEROACENES; PENTACENE; DERIVATIVES; ACENES;
D O I
10.1002/anie.201007654
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Organic electronics on demand? The palladium-catalyzed coupling of aromatic ortho-diamines with substituted dichloroquinoxalines furnishes N,N-dihydrotetraazaacenes, which were oxidized by MnO2 into the corresponding tetraazapentacenes (see structures; N blue, Cl green, Si yellow). The modular synthesis of these acenes allows the introduction of any substituent by choice of the proper quinoxaline derivative. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:3557 / 3560
页数:4
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