Table 6: Oxidation of benzyl alcohol catalyzed by CrLA3 using an aqueous H2O2 in acetonitrile.


Entrya Temp (°C) Time (h) Yield (%)b Conversion (%) Selectivity (%) TONd TOFe
BAb BZc Side products Ra

1 60 1 19 81 19 100 9.5 9.5
2 2 23 77 23 100 11.5 5.75
3 4 29 71 29 100 14.5 3.63
4 6 18 12 70 30 60 9 1.5
5 70 1 35 65 35 100 17.5 17.5
6 2 40 60 40 100 20 10
7 4 43 2 55 45 96 21.5 5.83
8 6 39 7 54 46 85 19.5 3.25
9 80 1 46 54 46 100 23 23
10 2 63 37 63 100 31.5 15.75
11 4 74 36 74 100 37 9.25
12 6 60 9 31 81 87 30 5
13 90 1 37 19 44 56 66 18.5 18.5
14 2 30 22 6 42 58 52 15 7.5
15 4 23 25 14 38 62 37 11.5 2.88
16 6 18 30 16 36 64 28 9 1.5
17 100 1 26 28 5 41 59 44 13 13
18 2 19 37 12 32 68 28 9.5 4.75
19 4 14 48 16 22 78 18 7 1.75
20 6 10 53 19 18 82 12 5 0.83

aThe oxidation of benzyl alcohol (R) (1.0 mmol) catalyzed by complex CrLA3 (0.02 mmol) with aqueous H2O2 (3.00 mL) in 10 mL acetonitrile for 1–6 h.
bThe yield based on GC results, selectivity percentage of the target oxide product BA and the other product BZ.
cThe other side products are mainly of BZ.
dTON (turnover number) = ratio of moles of product (here oxide) obtained to the moles of catalyst.
eThe corresponding TOF (turnover frequency) (TON/h) are shown in parentheses (mol (mol catalyst)−1 h−1).