Table 3. Control Experiments for the Light-Mediated Cross-Coupling between Organic Silicates and Aryl Bromidesa.
| entry | catalyst | NMR yield (%)b |
|---|---|---|
| 1 | Ir,Ni@Phen-COF (1.2 mg) | 92 |
| 2 | Phen-COF (1.2 mg) | 0 |
| 3 | No Catalyst | 0 |
| 4 | Ir,Ni@Phen-COF (1.2 mg) (dark) | 0 |
| 5 | Ni@Phen-COF (1.2 mg) | 0 |
| 6 | Ir@Phen-COF (1.2 mg) | 0 |
| 7 | Ni@Phen-COF (0.6 mg) | |
| Ir@Phen-COF (0.6 mg) | 0 | |
| 8 | [Ir(dF(CF3)ppy)2(bpy)]PF6 (0.3 mol %) | |
| [NiCl2(phen)] (0.7 mol %) | 26 |
The reaction was carried out using 7 (0.225 mmol), 3e (0.15 mmol), the corresponding catalyst, and 3 mL of solvent under an Ar atmosphere and blue light irradiation (blue LEDs, 450 nm).
The yield was determined by 1H NMR using nitromethane as the internal standard.
