Broadly Applicable Synthesis of Arylated Dithieno[3,2-b:2′,3′-d]pyrroles as Building Blocks for Organic Electronic Materials

被引:6
作者
Vogt, Astrid [1 ]
Schwer, Fabian [1 ]
Foertsch, Sebastian [1 ,2 ]
Lorenz, Christoph [1 ]
Mena-Osteritz, Elena [1 ]
Aubele, Anna [1 ]
Kraus, Teresa [1 ]
Baeuerle, Peter [1 ]
机构
[1] Univ Ulm, Inst Organ Chem & Adv Mat 2, Albert Einstein Allee 11, D-89081 Ulm, Germany
[2] IFF, August Wolff Str 13, D-29699 Walsrode, Germany
关键词
cross-coupling; dithienopyrrole; heterocycles; organic solar cell; structure-property relationship; N-ARYLATION; PERFORMANCE; CARBAZOLES; POLYMER; UNITS; CUI;
D O I
10.1002/chem.202101478
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel and versatile method for the N-arylation of dithieno[3,2-b:2 ',3 '-d]pyrrole (DTP) is presented. By Pd- or Cu-catalyzed coupling a variety of arenes and acenes were directly attached at the DTP-nitrogen yielding a variety of functionalized DTPs. Investigations on optical and redox properties led to valuable structure-property relationships, which were corroborated by quantum chemical calculations. Further functionalization and elongation of the conjugation of an acceptor-substituted DTP was elaborated to result in complex cruciform-type donor-acceptor oligomers, which were investigated and implemented in single material organic solar cells.
引用
收藏
页码:12362 / 12370
页数:9
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