Table 3. Isomerization Experiments with Additivesa.
| entry | additive (mol %) | solvent | yield (%) | E/Z ratio |
|---|---|---|---|---|
| 1 | TEMPO (12.5) | THF | 97 | 99:1 |
| 2 | pyridine (12.5) | THF | 77 | 96:4 |
| 3 | PMe3 (12.5) | THF |
Reaction conditions: 1-allyl-4-fluorobenzene (0.5 mmol), Mn4 (2.5 mol %), additive (12.5 mol %), and 1,4-dioxane as an internal standard (0.13 mmol) in THF-d8 (0.5 mL) at 25 °C for 10 h. Yield and the E/Z ratio were determined by 19F and 1H NMR spectroscopy.
