We next assessed pDTCz-DPmS as a photocatalyst in two reductive quenching reactions: the pinacol coupling of benzaldehyde (Figure ); as well as the decarboxylative addition of N-Cbz-Pro to diethyl maleate (Figure ). In the former, the proposed mechanism involves reductive quenching of the PC by diisopropylethylamine (DIPEA), followed by reduction of benzaldehyde by the reduced PC, facilitated by the presence of the Lewis acidic radical cation of DIPEA. The iridium PC, [Ir(ppy)2(dtbbpy)]PF6, provided a reported yield of 44% under the conditions of Rueping et al. involving 11 W 450 nm LEDs with MeCN as the solvent for 15 hours, which is matched using our set-up (Table ) utilising 390 nm Kessil lamps, DMF as the solvent and a reaction time of only two hours.