Table 1.
entry | x | y | time | % conversiona | % yielda | selectivitya,b |
---|---|---|---|---|---|---|
1c | 5 | 1.5 | 16 h | >99 | 68.4 | 3.8 |
2 | 5 | 1.5 | 16 h | >99 | 43.3 | 6.8 |
3 | 5 | 1.5 | 15 min | >99 | 62.6 | 7.1 |
4 | 3 | 1.5 | 15 min | >99 | 86.2 | 7.5 |
5 | 3 | 1.1 | 15 min | >99 | >99 | 10.7 |
6 | 0 | 1.1 | 15 min | 3.6 | 0 | - |
7d | 3 | 1.1 | 15 min | >99 | 20 | 0.2:1 |
8e | 3 | 1.1 | 15 min | 98.1 | 15 | 0.3:1 |
Conversion and yield calculated by comparing starting material and product peak integration to integration of internal standard using corrected GC analysis. Yields refers to the sum of all product isomers.
Selectivity refers to the ratio of (E)-styrene to all other isomers.
12.5 mol % liPr carbine added.
MeOH used as solvent.
MeCN used as solvent.