Table 2. Optimization of Hydroboration Catalysisa.
| entry | catalyst loading (mol %) | T (°C) | borane source (equiv) | yieldb | time (h) |
|---|---|---|---|---|---|
| 1 | 0 | 25 | HBpin (1.2) | <5% | 24 |
| 2 | 5 | 25 | HBpin (1.2) | <5% | 24 |
| 3 | 10 | 25 | HBpin (1.2) | <5% | 24 |
| 4 | 0 | 70 | HBpin (1.2) | <5% | 24 |
| 5 | 5 | 70 | HBpin (1.2) | 68% | 24 |
| 6 | 10 | 70 | HBpin (1.2) | >95% | 6 |
| 7c | 10 | 70 | HBpin (1.2) | >95% | 6 |
| 8 | 10 | 70 | HBpin (1.0) | 85% | 24 |
| 9 | 10 | 70 | HBcat (1.2) | <5% | 24 |
| 10 | 10 | 70 | 9-BBN (1.2) | <5% | 24 |
Acetophenone (0.2 mmol, 24 mg).
Conversion determined by 1H NMR spectroscopy with internal mesitylene standard (0.1 mmol, 14 mL).
Benzene-d6 solvent instead of CDCl3.
