“…Notably, the excited state energies of 3 duroquinone* ( 3 DQ*, 235 kJ/mol) and 3 2-acetonaphthone * ( 3 2-AN*, 249 kJ/mol) are lower than the dissociation energy of the N–Cl bond of NH 2 Cl molecule (256 kJ/mol). , Accordingly, the energy transfer between 3 DQ* (or 3 2-AN*) and NH 2 Cl, which leads to the homolytic cleavage of the N–Cl bond of the NH 2 Cl molecule (e.g., NH 2 Cl + 3 sensitizer* → Cl · + NH 2 · + 1 sensitizer), is unfavorable. , Instead, the reactions of 3 DQ* and 3 2-AN* with NH 2 Cl (Supplementary Figure 8) provided evidence for the electron transfer between triplet states ( 3 DOM*) and NH 2 Cl. Moreover, 3 DOM* is likely to serve as a reductant in the reaction with NH 2 Cl because (1) k 3 sensitizer*,NH 2 Cl showed no relationship with the reduction potentials of triplet state sensitizers (Figure a) and (2) the reaction is thermodynamically favorable when considering the oxidation potential of triplet states (e.g., E ° *( 3 benzophenoone*/ benzophenoone · – ) = −0.85 V (SHE)) and the reduced potential of NH 2 Cl ( E ° *(Cl – /NH 2 Cl) = 0.75–1.4 V (SHE)). , Accordingly, the reaction between 3 DOM* and NH 2 Cl is proposed as eq . NH 2 Cl + DOM 3 * → NH · 2 + Cl − + DOM · + …”