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A new cross‐coupling of trifluoromethyl arenes has been realized via multiphoton photoredox catalysis. Trifluoromethyl arenes were demonstrated to undergo selective mono‐defluorinative alkylation under mild reaction conditions providing access to a series of valuable α,α‐difluorobenzylic compounds. The reaction shows broad substrate scope and general functional group tolerance. In addition to the electron‐deficient trifluoromethyl arenes that are easily reduced to the corresponding radical anion, more challenging electron‐rich substrates were also successfully applied. Steady‐State Stern‐Volmer quenching studies indicated that the trifluoromethyl arenes were reduced by the multiphoton excited Ir‐based photocatalyst. [ABSTRACT FROM AUTHOR]

The peroxynitrite anion (ONOO−) is closely associated with many diseases and the creation of ONOO− donors is an essential means of understanding its pathophysiological functions. However, it is challenging to develop ONOO− donors due to the difficulties in simultaneously producing highly reactive and short‐lived nitric oxide (NO) and superoxide anion (O2⋅−). Here, we report a novel strategy for constructing ONOO− donors by combining near‐infrared (NIR)‐mediated type I photosensitization and photoredox catalysis. The key design using a Nile blue analogue that can serve as both a type I photosensitizer and a metal‐free photocatalyst. Intriguingly, the formation of O2⋅− via type I photosensitization avoids oxygen interference and instead activates nitrobenzofurazan‐based NO donors via oxygen‐tolerant NIR photoredox catalysis. The simultaneous release of O2⋅− and NO leads to ONOO− release, showing both antibacterial and antibiofilm activities. [ABSTRACT FROM AUTHOR]