1. A 6π Azaelectrocyclization Strategy towards the 1,5,9‐Triazacoronenes.
- Author
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Sun, Yi‐Xun, Wang, Xiao‐Gang, Shen, Guo‐Dong, Yang, Tian, Yang, Yi‐Hui, Li, Jing, Yang, Ming‐Yu, Sun, Hua‐Ming, and Wei, Jun‐Fa
- Subjects
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DOUBLE bonds , *AROMATIC aldehydes , *SCHIFF bases , *DIMERS , *ALDEHYDES - Abstract
We present the instance of two aromatic double bonds and an imine double bond involved thermal 6π‐azaelectrocyclization and, on this basis, a one‐step synthesis of triazacoronenes (TACs) from triphenylene‐1,5,9‐triamines and aldehydes under nonacidic conditions. This method has several advantages such as simplicity, high yields, and extensive substrate scope. A plausible reaction mechanism has been proposed with several experimental supports. A typical derivative shows a unique dimer holding together via a π‐π interaction and six H‐bonds and a zigzag superstructure stabilized by three centered H‐bonds and Br ⋅⋅⋅ π interaction between the adjacent dimers. [ABSTRACT FROM AUTHOR]
- Published
- 2020
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