Table 6. Light-induced aerobic oxidation of secondary amine to imine, catalyzed by 2a or 2c a .
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| Entry | PS | X/R | Convn. b (%) | Yield c (%) |
| 1 | 2a | H/Bn | 100 | 92% |
| 2 | 2c | H/Bn | 100 | 99% |
| 3 | 2c | Cl/tBu | 100 | 99% |
| 4 | 2c | Br/tBu | 100 | 99% |
| 5 | 2c | Me/tBu | 100 | 96% |
| 6 | — | H/Bn | <5% | n.d. d |
aReaction conditions: dibenzylamine (0.1 mmol) and catalyst (0.1 μmol) in MeCN (1.5 mL), O2 bubbling, xenon lamp (>400 nm).
bDetermined by 1H NMR analysis of the crude reaction mixture.
cDetermined by 1H NMR analysis using 1,1-diphenylethylene as an internal standard.
dn.d. = not determined.