CO2 cycloaddition reaction to epoxides using complexes 1 and 2a.
Entry | Epoxide | Catalyst | 1 or 2 (mol%) | TBAB (mol%) | Time (h) | % Convb | Ref. |
---|---|---|---|---|---|---|---|
1 | ECH | 1-TBAB | 1 | 2 | 4 | 100 | Twc |
2 | EBH | 1-TBAB | 1 | 2 | 4 | 100 | Twc |
3 | SO | 1 | 1 | — | 4 | 0 | Twc |
4 | ECH | 2-TBAB | 1 | 2 | 4 | 100 | Twc |
5 | SO | 1-TBAB | 1 | 2 | 4 | 95 | Twc |
6 | SO | 2-TBAB | 1 | 2 | 4 | 93 | Twc |
7 | SO | TBAB | — | 2 | 4 | 26 | Twc |
8 | AGE | 1-TBAB | 1 | 2 | 4 | 85 | Twc |
9 | AGE | 2-TBAB | 1 | 2 | 4 | 92 | Twc |
10 | BGE | 1-TBAB | 1 | 2 | 4 | 85 | Twc |
11 | BGE | 2-TBAB | 1 | 2 | 4 | 82 | Twc |
12 | SO | 1-TBAB | 1 | 2 | 6 | 100 | Twd |
13 | SO | TBAB | — | 2 | 6 | 33 | Twd |
Reaction conditions: ECH = 0.5 mL (6.38 mmol); SO = 0.5 mL (4.38 mmol); AGE = 0.5 mL (4.27 mmol); BGE = 0.5 mL (3.50 mmol); EBH = 0.5 mL (5.88 mmol).
Percentage conversions of the catalytic reactions were evaluated with the help of 1H NMR spectroscopy according to the conversion formula shown in Fig. S26.
5 bar CO2 pressure.
1 bar CO2 pressure.