posted on 2023-12-06, 14:34authored byShi-Yu Li, Xin-Yu Yang, Peng-Hui Shen, Lei Xu, Jun Xu, Qi Zhang, Hua-Jian Xu
The
selective functionalization of trifluoromethyl groups through
C–F cleavage poses a significant challenge due to the high
bond energy of the C(sp3)–F bonds. Herein, we present
dihydroacridine derivatives as photocatalysts that can functionalize
the C–F bond of trifluoromethyl groups with various alkenes
under mild conditions. Mechanistic studies and DFT calculations revealed
that upon irradiation, the dihydroacridine derivatives exhibit high
reducibility and function as photocatalysts for reductive defluorination.
This process involves a sequential single-electron transfer mechanism.
This research provides valuable insights into the properties of dihydroacridine
derivatives as photocatalysts, highlighting the importance of maintaining
a planar conformation and a large conjugated system for optimal catalytic
activity. These findings facilitate the efficient catalytic reduction
of inert chemical bonds.