Table 5. Optimization of Aerobic Resveratrol Dimerization.
entry | photocatalyst | solvent | oxidant | additive | time | yield | product |
---|---|---|---|---|---|---|---|
1 | Ir(ttpy)(tpy)(PF6)3 | acetone | O2 | — | 2 d | 38% | 158 |
2 | Ir(ttpy)(tpy)(PF6)3 | acetone/MeOH | O2 | NaOMe | 5 h | 47% | 159 |
3a | — | acetone/MeOH | O2 | NaOMe | 2 h | 55% | 159 |
4a | — | CCl4 | O2 | KOtBu | 1 h | 60–80% | 160 |
5b | — | THF | FeCp2PF6 | KHMDS | 30 min | 99% | 160 |
Reaction was shielded from light.
Reaction performed on decagram scale.