Meng-Yao Zhao, Binghao Zhang, Qian Miao
Mar 12, 2020
Citations
0
Influential Citations
14
Citations
Journal
Angewandte Chemie
Abstract
Indolo[3,2-b]carbazole is a molecule of ambiguity and controversy, and, on the other hand, presents a π-skeleton with remarkable electronic structure and interesting potential applications. Herein, we report new derivatives of indolo[3,2-b]carbazole, which have enabled a comprehensive study on the electronic structure of indolo[3,2-b]carbazole and development of a new n-type organic semiconductor. It is found from experimental and computational studies that indolo[3,2-b]carbazole has a largely localized p-benzoquinonediimine moiety and significant antiaromaticity. When substituted with (4-silylethynyl)phenyl groups, 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.