2 Particularly, the mild generation of aryl radicals using photocatalysis has received significant interest, especially since classic methods of forming these species from aryl halides involve stoichiometric reagents such as AIBN/n-Bu3SnH. Instead, in photocatalysis, low loadings of the PC is used to directly photoreduce the aryl halide, releasing a reactive aryl radical. However, reduction of aryl halides can be challenging and requires a strong photoreductant for scission of the C-X bond. A small series of organic PCs have been reported to initiate photoinduced dehalogenation of aryl halides over the last 10 years, a selection of which are shown in Figure . Both N,N-bis (2,6-diisopropylphenyl)perylene-3,4,9,10bis(dicarboximide) (PDI) and 10-phenylphenothiazine (PTH) (Figure ) could dehalogenate aryl iodides with both electron-withdrawing groups (EWGs) Ered ≈ -1.0 --1.7 V vs SCE and electron-donating groups (EDGs) Ered > -2.3 V vs SCE, but could only dehalogenate aryl bromides and chlorides with EWGs present Ered ≈ -1.80 --2.0 V vs SCE; exceptionally, PTH could dehalogenate 2-bromophenol in a low yield (23% over 72 h). Both PDI and PTH were used at 5 mol% loading, typically under a N2 atmosphere (Figure ), although PTH was shown to be somewhat tolerant to air (94 to 68% yield under N2 and air, respectively, in the dehalogenation 4-chlorobenzonitrile).