Table 4.
| ||||||
---|---|---|---|---|---|---|
Entry |
trans/cis 2 |
t [h] |
Conv. [%][b] |
trans/cis 2 (after reaction) |
Chemoselectivity 3 [%] |
trans/cis 3 |
1 |
0:100 |
24 |
60 |
0:100 |
12 |
0:100 |
2 |
13:87 |
24 |
80 |
13:87 |
26 |
55:45 |
3 |
57:43 |
24 |
83 |
33:67 |
64 |
99:1 |
4 |
97:3 |
24 |
91 |
91:9 |
85 |
99:1 |
5 |
97:3 |
4.5 |
60 |
96:3 |
95 |
98:2 |
6 |
100:0 |
4.5 |
61 |
100:0 |
89 |
100:0 |
[a] Reaction conditions: 2 (4.6 mmol), [Bu4N]Br (3 mol %), A (2 mol %), biphenyl (10 mol %) as an internal standard, 140 °C, 75 bar CO2 at 40 °C, solventless. [b] Determined from quantitative 1H NMR spectroscopy.