Table 1 Optimization Studies a
From: Photoelectrochemical oxidative C(sp3)−H borylation of unactivated hydrocarbons
Entry | Variations from standard conditions | 3 (%)b |
|---|---|---|
1 | None | 72 (68c) |
2 | Without HCl | trace |
3 | FeCl3 (20 mmol%) instead of HCl | trace |
4 | CuCl2 (20 mmol%) instead of HCl | trace |
5 | C( + )/C(−) instead of C(+)/Pt(−) | 61 |
6 | Pt(+)/Pt(−) instead of C(+)/Pt(−) | 46 |
7 | I = 1.5 mA | 32 |
8 | I = 2.5 mA | 26 |
9 | DMF instead of CH3CN | 14 |
10 | CF3OH instead of CH3CN | 39 |
11 | CF3CH2OH instead of CH3CN | 27 |
12 | DMSO instead of CH3CN | 10 |
13 | nBu4NCl instead of Et4NCl | trace |
14 | 5.0 equiv. of cyclohexane 1 | 58 |
15 | TFA/TfOH instead of HCl | N.D. |
16 | Without electricity | N.D. |
17 | Without light irradiation | N.D. |
