Coupling reaction of CO2 and various epoxidesa.
| ||||
|---|---|---|---|---|
| Entry | Substrate | Residence time (s) | Yieldb (%) | TOFc (h−1) |
| 1 | 1a | 48.8 | >99 | 14 700 |
| 2 | 1b | 97.6 | >99 | 7300 |
| 3 | 1c | 48.8 | >99 | 14 700 |
| 4 | 1d | 97.6 | 97 | 7100 |
| 5 | 1e | 97.6 | 96 | 6860 |
| 6 | 1f | 97.6 | 96 | 7000 |
| 7 | 1g | 97.6 | 98 | 7200 |
| 8 | 1h | 24.4 | >99 | 29 000 |
| 9 | 1i | 97.6 | 97 | 7100 |
| 10 | 1j | 97.6 | 91d | 6700 |
| 11 | 1k | 97.6 | 92e | 6800 |
| 12 | 1l | 97.6 | 87f | 6400 |
| 13 | 1m | 97.6 | 81 | 6000 |
Typical reaction conditions: 150 °C, 2.0 MPa, [Al]/[TBAB]/[PO] = 0.5%/5%/1, [CO2]/[PO] = 2 : 1. The cyclic carbonate selectivity is >99% based on GC or NMR spectroscopy.
Yield of cyclic carbonate.
Turnover frequency (TOF) = moles of cyclic carbonate per mole of Al-catalyst per hour.
Cis/trans = 86 : 14.
Cis/trans = 12 : 88.
Cis/trans = 38 : 62. The cis/trans ratios were determined by 1H NMR spectroscopy.