Table 3. Variation of Photocatalyst.
entry | photocataylst | yield of 2a | yield of 1a | exo:endo ratioa |
---|---|---|---|---|
1b | [Ru(bpy)3]Cl2 | <5 | 86 | N/A |
2b | [Ru(bpz)3](PF6)2 | <5 | 86 | N/A |
3c | Eosin Y (5 mol %) | 22 | 48 | 3.7:1 |
4 | Ir(Fppy)3 | 21 | 48 | 3.6:1 |
5 | [Ir(py)2(dtbbpy)]PF6 | 11 | 71 | 2.3:1 |
6 | [Ir{(dF(CF3)ppy)2(dtbbpy)}]PF6 | 17 | 58 | 2.9:1 |
Reactions performed at a 0.231 mmol scale, at 5 °C with 1.0 mol % photocatalyst, 1.0 equiv of base, 20 equiv of NMM for 8 h unless otherwise stated. Calculated by UPLC (PDA).
Reaction time of 10 h.
Reaction time of 15 h.