Table 2.
Optimization of the Reaction Conditionsa
| |||||
|---|---|---|---|---|---|
| entry | solvents | CH2Br2 | indole | 2ab | time (h) |
| 1 | CH2Cl2/pentane (1:1 v/v) | 31 | trace | 24 | |
| 2 | CH2Cl2/pentane (1:1 v/v) | 50 μL | 26 | 5 | 24 |
| 3 | CH2Cl2/pentane (1:1 v/v) | 100 μL | 22 | ~10 | 24 |
| 4 | CH2Cl2/pentane (1:1 v/v) | 200 μL | 20 | ~10 | 4 |
| 5 | pentane | 100 μL | 10 | 43 | 4 |
| 6 | CH3CN/pentane (1:1 v/v) | 100 μL | 5 | 63 | 6 |
| 7c | CH2Br2 only | 2 mL | 41 | 8 | |
| 8 | CH3CN only | 100 μL | 7 | 53 | 6 |
| 9d | CH3CN/pentane (1:1 v/v) | 100 μL | 6 | ||
| 10e | CH3CN/pentane (1:1 v/v) | 100 μL | 79 | 6 | |
Reaction conditions: 1a (0.05 mmol), CsPbBr3 NCs (1 mg), open to air, 500 μL of solvents, irradiation with a blue 456 nm LED at room temperature.
Isolated yield.
Multiple bromination side products observed.
No photocatalyst added.
Indole as the starting material, under an air-free condition.