Table 2. Oxidation of the C–B bond catalysed by [(ICyDMe)CuCl] complexes in water.
| ||||
|---|---|---|---|---|
| [Cu] | NEt3 | % of 4 at 24 ha | % of 4 at 48 ha | % of 4 at 72 ha |
| 1 | 1 equiv. | 25 | 70 | 81 |
| 2 | 1 equiv. | 47 | 91 | >95 |
| CuSO4 | 1 equiv. | 55 | 87 | >95 |
| 1 | — | <5 | <5 | <5 |
| 2 | — | 12 | 13 | 13 |
| CuSO4 | — | <5 | <5 | 6 |
% determined by 1H NMR. For reactions with NEt3 (fully homogeneous), the percentage represents the percentage of phenol (4) formed by comparison with the residual PhBpin (3). For reaction without NEt3, which are heterogeneous due to the low solubility of 3, butadiene sulfone was used as an internal reference (see SI).