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Metal‐Free Photoredox‐Catalyzed Hydrodefluorination of Fluoroarenes Utilizing Amide Solvent as Reductant
Author(s) -
Toriumi Naoyuki,
Yamashita Kazuya,
Iwasawa Nobuharu
Publication year - 2021
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202101813
Subject(s) - chemistry , catalysis , amide , photoredox catalysis , photocatalysis , photochemistry , solvent , metal , organic chemistry
A metal‐free photoredox‐catalyzed hydrodefluorination of fluoroarenes was achieved by using N,N,N’,N’ ‐tetramethyl‐ para ‐phenylenediamine ( 1 ) as a strong photoreduction catalyst. This reaction was applicable not only to electron‐rich monofluoroarenes but also to polyfluoroarenes to afford non‐fluorinated arenes. The experimental mechanistic studies indicated that the amide solvent NMP plays an important role for regeneration of the photocatalyst, enabling additive‐free photoreduction catalysis.