Table 1. Effect of Deviation from Standard Reaction Conditionsa.
entry | variation from standard conditions | yieldb (%) |
---|---|---|
1 | none | 83 (82)c |
2 | no light | 0 |
3 | air atmosphere | 28 |
4 | no photocatalyst | 0 |
5 | 0.5% [Ru] loading | 52 |
6 | (Ir[dF(CF3)ppy]2(dtbbpy))PF6 (1 mol %) | 28 |
7 | [Ir(dtbbpy)(ppy)2]PF6 (1 mol %) | 16 |
8 | no AscH2 | 0 |
9 | AscH2 (2 equiv) | 18 |
10 | AscH2 (3 equiv) | 79 |
11 | Na-ascorbate instead of AscH2 | 0 |
12 | 30 min reaction time | 36 |
13 | MeOH | 29 |
14 | MeOH/H2O (10:1) | 41 |
15 | MeOH/H2O (6:1) | 62 |
16 | MeOH/H2O (2:1) | 71 |
17 | EtOH/H2O (1:1) | 81 |
18 | AcOH additive (10 vol %) | 58 |
19 | DMF | 11 |
20 | MeCN | 0 |
Full reaction optimization in Tables S1–S7.
GC yield: average of two runs.
Isolated yield by SiO2 column chromatography