Table 3. Catalytic isomerization of cinnamyl alcohol into hydrocinnamaldehyde alcohols by 1 and 2: comparison with bibliographic results.
| ||||||||
|---|---|---|---|---|---|---|---|---|
| Catalyst | [Cat] mol% | t (h) | T (°C) | Solvent | Additive | TOFa (h−1) | Conversion (%) | Ref. |
| 1 | 10 | 24 | 80 | i PrOH/H2O | — | 0.02 | 5 | This work |
| 2 | 10 | 24 | 80 | i PrOH/H2O | — | 0.05 | 11 | This work |
| [Rh(COD)(CH3CN)2]BF4 | 2 | 0.75 | 45 | H2O | PTA | 39.3 | 59 | 7 |
| [{Ru(η3:η3-C10H16)(μ-Cl)Cl2}] | 10 | 3 | 75 | H2O | — | 3 | 99 | 68 |
| [{Ru(η3:η3-C10H16)(μ-Cl)Cl2}] | 10 | 2.5 | 75 | H2O/Cs2CO3 | — | 4 | 99 | 68 |
| [Ru(η3:η3-C10H16)Cl(κ2O,O–CH3CO2)] | 5 | 2 | 75 | H2O | — | 7 | 74 | 3 |
| [Ru(η3:η3-C10H16)(Cl)2(benzimidazole)] | 5 | 2.5 | 75 | H2O | — | 4 | 50 | 65 |
| [Ru(η3:η3-C10H16)(Cl)2(benzimidazole)] | 1 | 4 | 50 | H2O | iPrNH2 KH2PO4 buffer | 33 | 99 | 67 |
| [Ru(η3:η3-C10H16)(Cl)2(pyrazole)] | 5 | 1 | 75 | H2O | — | 9.4 | 47 | 64 |
TOF = turn over frequency, N2, ROH/H2O (1 : 1) = 1 mL, % measured by 1H NMR.