Indolo[3,2‐b ]carbazole presents a π‐skeleton with a remarkable electronic structure and interesting potential applications. It is, however, also associated with ambiguity and controversy. Herein, new derivatives of indolo[3,2‐b ]carbazole are reported and they have enabled a comprehensive study on the electronic structure of indolo[3,2‐b ]carbazole and the development of a new n‐type organic semiconductor. Experimental and computational studies show that indolo[3,2‐b ]carbazole has a largely localized p ‐benzoquinonediimine moiety and significant antiaromaticity. When substituted with (4‐silylethynyl)phenyl groups, the indolo[3,2‐b ]carbazole exhibits one‐dimensional π–π stacking and functions as an n‐type organic semiconductor in solution‐processed field effect transistors.

中文翻译：

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吲哚[3,2-b]咔唑的研究：合成，结构，性质和应用。

吲哚[3,2- b ]咔唑呈现出具有杰出的电子结构和有趣的潜在应用的π骨架。但是，它也与模棱两可和争议有关。本文报道了吲哚[3,2- b ]咔唑的新衍生物，它们使吲哚[3,2- b ]咔唑的电子结构和新的n型有机半导体的开发成为可能。实验和计算研究表明，吲哚[3,2- b ]咔唑具有较大的局部对苯二醌二亚胺部分和显着的抗芳香性。当被（4-甲硅烷基乙炔基）苯基取代时，吲哚[3,2- b]咔唑表现出一维π–π堆积，并在溶液处理的场效应晶体管中充当n型有机半导体。