1. Palladium-Catalyzed Si-C Bond Formation toward Sila-Annulated Perylene Diimides
- Author
-
Zhaohui Wang, Wei Jiang, Chunming Liu, Chengyi Xiao, Dong Meng, and Zetong Ma
- Subjects
Organic field-effect transistor ,010405 organic chemistry ,Organic Chemistry ,chemistry.chemical_element ,010402 general chemistry ,Photochemistry ,01 natural sciences ,Biochemistry ,Fluorescence ,0104 chemical sciences ,Catalysis ,chemistry.chemical_compound ,chemistry ,Diimide ,Bathochromic shift ,Physical and Theoretical Chemistry ,Single crystal ,Perylene ,Palladium - Abstract
The first example of sila-annulation onto the perylene diimide core that allows the effective and practical synthesis of both sila- and disilaperylene diimides (Si-PDIs and 2Si-PDIs) in one pot through palladium-catalyzed Si–C bond formation is presented. The corresponding sila-annulated perylene diimides demonstrated exceptional optical properties with noteworthy bathochromic shifts and excellent fluorescence quantum yields. Single crystal analysis revealed almost planar molecular structures and distinct packing arrangements with intense π–π interactions. Their single crystal OFET devices showed good electron mobilities of up to 0.3 cm2 V–1 s–1 under a nitrogen atmosphere.
- Published
- 2017