Table 2. Scope of reaction of P3OT–PFB with nucleophiles.
| ||||
| Nucleophile | Conditions a | Temp. | Time | Conversion b |
| C12H25–SH | A | 70 °C | 12 h | Full |
|
A | RT | 24 h | None |
|
A | 70 °C | 12 h | Full |
| C8H17–NH2 | A | 70 °C | 48 h | Full |
| C8H17–NH2 | B | 70 °C | 12 h | Full |
|
A | 70 °C | 48 h | None |
|
B | 70 °C | 48 h | None |
| C5H11–OH | A | 70 °C | 48 h | None |
| C5H11–OH | B | 70 °C | 48 h | None |
| C5H11–OH | C | 70 °C | 12 h | Full (disub.) |
|
A | 70 °C | 12 h | Full |
|
A c | 70 °C | 12 h | Full |
|
A | RT | 48 h | Full |
aReaction conditions: 0.02 μM scale (relative to PFB group), 10 eq. nucleophile, 15 eq. base in a sealed pressure resistant MW vial.
bConversion as evident from MALDI-TOF and 19F NMR.
cAnhydrous conditions.