Table 2. Treatment of CuI, NaBPh4, and L1 with CO2 under Varying Reactions Conditionsa.
| entry | CuI [μmol] | parameter | t [h] | 13C NMR (C2O42–) | CE (C2O42– (?)) [%]b |
|---|---|---|---|---|---|
| 1 | 120 | - | 24 | n.d. | <1 |
| 2 | 120 | - | 118 | n.d. | <0.5 |
| 3 | 182 | - | 120 | n.d. | <0.5 |
| 4 | 120 | MeOH/THF (9:1) | 118 | n.d. | <0.5 |
| 5 | 124 | THF | 120 | n.d. | <0.5 |
| 6 | 123 | toluene | 121 | n.d. | <1 |
| 7 | 120 | 40 °C | 114 | n.d. | 3 |
| 8 | 122 | 40 °C | 123 | n.d. | 8 |
| 9 | 133 | 400–700 nm (0.09 W) | 18 | n.d. | <0.5 |
| 10 | 130 | 10 bar | 116 | n.d. | 16 |
| 11 | 132 | 10 bar | 116 | n.d. | 12 |
Reaction conditions: CuI/L1/NaBPh4 (1:1:1) was utilized in degassed MeOH under constant CO2 atmosphere, unless indicated by the varied parameter. n.d. = not detected.
Oxalate yields were calculated for signals coinciding with Na2C2O4 added as internal standard after initial measurement and were found to overlap with the signal of iodide.
