Table 1. Solvent Screening for the Oxidative Dehydrogenation of Benzyl Alcohol to Benzaldehyde by β-NiOOHa.
| entry | solvent | conversion 1 (%) | yield 2 (%) | selectivity 2 (%) | yield 3 (%) | selectivity 3 (%) |
|---|---|---|---|---|---|---|
| 1 | D2O | 26 | 26 | >95 | 0 | 0 |
| 2 | DMF-d7 | 26 | 26 | >95 | 0 | 0 |
| 3 | THF-d8 | 29 | 29 | >95 | 0 | 0 |
| 4 | acetone-d6 | 31 | 31 | >95 | 0 | 0 |
| 5 | CD3CN | 74 | 74 | >95 | 0 | 0 |
| 6 | benzene-d6 | 91 | 91 | >95 | 0 | 0 |
| 7 | toluene-d8 | >95 | >95 | >95 | 0 | 0 |
| 8 | D2O (1M KOH) | 56 | 8 | 14 | 48 | 86 |
a
Conversions and yields are based on 1H NMR integration using 1,3,5-trimethoxybenzene (organic solutions) or tetraethylammonium chloride (aqueous solutions) as internal standard.