Table 1 Condition Optimization
From: Harnessing the β-boron effect for regioselective Ru-catalyzed hydrosilylation of internal alkynes
entry | catalyst | yielda | solvent | time | selectivitiesb |
|---|---|---|---|---|---|
1 | [Cp*Ru(MeCN)3]PF6 | 95% | THF | 30 min | Z/E > 20:1, β/γ > 20:1 |
2 | [Cp*Ru(MeCN)3]PF6 | 95% | dioxane | 30 min | Z/E > 20:1, β/γ > 20:1 |
3 | [Cp*Ru(MeCN)3]PF6 | NR | MeCN | 12 h | - |
4 | [CpRu(MeCN)3]PF6 | 97% | THF | 30 min | E/Z = 1:1, β/γ > 20:1 |
5 | CpRu(PPh3)2Cl | 65% | THF | 2 h | E/Z = 16:1, β/γ > 20:1 |
6 | Cp*Ru(PPh3)2Cl | 89% | THF | 2 h | E/Z = 1:1, β/γ = 3:1 |
7 | CpRu(PPh3)2Cl | 84% | dioxane | 3 h | E/Z > 20:1, β/γ > 20:1 |
8 | [Cp*RuCl2]n | NR | THF | 12 h | - |
9 | Ru(PPh3)3Cl2 | NR | dioxane | 12 h | - |
10 | [Ru(pcymene)Cl2]2 | NR | THF | 12 h | - |
11 | [Rh(cod)2]BF4 | 96% | DCM | 1 h | E/Z > 20:1, β/γ = 1:1 |
12 | Co2(CO)8 c | 83% | DCE | 3 h | E/Z > 20:1, β/γ = 6:1 |
13 | Pt(PPh3)4 | NR | DCM | 12 h | - |
