Methyl 4-chlorobenzoate and 4-chlorobenzonitrile have previously been dehalogenated by PTH at 5 mol% loading, irradiated at 380 nm over 72 h, with NBu3 and HCO2H as the additives in MeCN, to give 94 and 94% yield, respectively. As discussed above, replicating these conditions but with a shorter reaction time of 18 h, produced a 77% yield of methyl benzoate from methyl 4-chlorobenzoate. Instead, under the optimized conditions identified for the DMAC-TRZ derivatives, the use of PTH yielded only 17 and 13% of the dehalogenated product, respectively, from methyl 4-chlorobenzoate and 4-chlorobenzonitrile. The DMAC-TRZ derivatives yielded high quantities of the dehalogenated products under these conditions, particularly CNPh-DMAC-TRZ, which quantitatively dehalogenated these two substrates. In fact, the use of CNPh-DMAC-TRZ yielded 88 -100% of the target product for all four substrates with Ered of -1.88 V to -2.04 V (Figure ). CF3Ph-DMAC-TRZ and dPh-DMAC-TRZ also performed moderate to excellently for these substrates (50 -94% and 45 -100% yield, respectively), t BuPh-DMAC-TRZ tended to give lower yields (35 -79%) and DMAC-TRZ was the least efficient (8 -36%). Importantly, across all substrates, at least one of the DMAC-TRZ derivatives afforded a greater yield than 4CzIPN and PTH.