Table 1. Evaluation of the Ring-Closing Metathesis in the Batch Mode.
entry | R | catalyst | loading (mol %) | t (h) | conversion (%)a | 1/17/19 or 1/18/20a | yield (1 + 19 or 1 + 20) (%)b | yield 17 or 18 (%) |
---|---|---|---|---|---|---|---|---|
1 | H | Grubbs I | 10 | 7.0 | 100 | 100:0:0 | 87 | <5 |
2 | H | Grubbs II | 5 | 1.5 | 100 | 97:0:3 | 90 | <5 |
3 | H | Hoveyda II | 5 | 1.5 | 100 | 94:0:6 | 95 | <5 |
4 | Me | Grubbs I | 10 | 14.0 | 96 | 20:80:0 | 19 | 75 |
5 | Me | Grubbs II | 5 | 1.5 | 100 | 90:0:10 | 96 | <5 |
6 | Me | Hoveyda II | 5 | 3.0 | 100 | 92:8:0 | 92 | 8a |
Calculated from 1H NMR of the crude.
Isolated yield for the inseparable mixture.