posted on 2022-08-19, 15:20authored byQiwei Zhu, Chenxia Kan, Yucai Cao, Zefeng Tang, Kang Xu, Pengjie Hang, Biao Li, Yuxin Yao, Ming Lei, Xuegong Yu
Repeated tandem electro-oxidative C–C and C–N
coupling
and aromatization were employed for the efficient construction of
aza[7]helicene (BA7) as a key intermediate and the targeted
pyrazine-fused bis-aza[7]helicene (PBBA7) derivatives in 90.0–93.2% isolated yields under a controlled
potential. The electrosynthetic protocol showed high selectivity and
enabled rapid access to functionalized organic conjugated materials
from readily available polycyclic aromatic amines. A synthetic mechanistic
study along with an investigation of the photoelectrical properties
and application of PBBA7-C16 as a potential hole-transporting
material for perovskite solar cells were performed.