Table 1.
CEES oxidation with bio-inspired Mo and W dithiolene catalysts.a
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Entry | Catalyst | Time | Conversion (%)b | Sulfoxide selectivity (%)c |
1 | [MoO2(mnt)2]2- (1) | 5 min | 100 | 100 |
2 | [MoO2(mnt)2]2- (1) | 1 h | 100 | 94 |
3 | None | 1 h | 3 | 100 |
4d | [WO2(mnt)2]2- (2) | 1 h | 0 | n/a |
5 | [WO2(mnt)2]2- (2) | 1 h | 100 | 100 |
6 | [MoO2(bdt)2]2- (3) | 1 h | 100 | 100 |
7 | [WO2(mnt)2]2- (2) | 15 min | 100 | 100 |
8 | [MoO2(bdt)2]2- (3) | 5 min | 100 | 100 |
Reaction conditions: CEES (2.0 mmol), H2O2 (2.1 mmol), Catalyst (1.5 mol%), MeOH (6 mL), room temperature.
Determined by GC using mesitylene as an internal standard.
Determined by GC. Sulfoxide selectivity = [%sulfoxide / (%sulfoxide + %sulfone)]*100.
O2(g) in place of H2O2.