Ring-opening reactions of 1a initiated by A1 in the presence of different catalysts.
| Run | Catalyst | 1a/A1/Cat. | Solvent | [1a] (M) | Temperature (°C) | Reaction time (h) | Conversiona (%) | Peak Ab (%) |
|---|---|---|---|---|---|---|---|---|
| 1c | DPP | 100/1/1 | Toluene | 1.0 | 20–25d | 26 | >99 | 48 |
| 2c | DPP | 100/1/1 | Toluene | 1.0 | 20–25d | 49 | >99 | 36 |
| 3c | DPP | 100/1/1 | CH2Cl2 | 1.0 | 20–25d | 27 | 79 | 45 |
| 4c | DPP | 100/1/1 | Bulk | 20–25d | 29 | >99 | 33 | |
| 5e | TU/DBU | 100/1/5/5 | Toluene | 1.0 | 20–25d | 31 | >99 | 41 |
| 6e | TU/DBU | 100/1/5/5 | CH2Cl2 | 1.0 | 20–25d | 27 | >99 | 63 |
| 7 | Sn(Oct)2 | 100/1/1 | Toluene | 0.5 | 110 | 24 | 32 | 86 |
| 8 | Sn(Oct)2 | 100/1/1 | Bulk | 110 | 28 | >99 | 73 |
a
Monomer conversion was determined using 1H NMR.
b
Determined from SEC chart (THF, 30 °C) in Fig. 3.
c
The reaction was quenched by triethylamine.
d
Room temperature.
e
The reaction was quenched by benzoic acid.