Table 4: Oxidation of benzyl alcohol catalyzed by CrLA1 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 29 71 29 100 14.5 14.5
2 2 33 67 33 100 16.5 8.2
3 4 38 0 62 40 95 19 4.7
4 6 27 13 60 38 71 13.5 2.2
5 70 1 42 58 42 100 21.0 21.0
6 2 47 53 47 100 23.5 11.7
7 4 52 3 45 55 95 26.0 6.5
8 6 46 7 47 53 87 23.0 3.8
9 80 1 58 42 58 100 29.0 29.0
10 2 77 23 77 100 38.5 19.2
11 4 93 7 93 100 46.5 11.6
12 6 75 21 4 85 88 37.5 6.2
13 90 1 45 23 32 68 66 22.5 22.5
14 2 39 27 11 23 77 51 19.5 9.7
15 4 28 32 20 20 80 35 14.0 3.5
16 6 24 36 21 19 81 30 12.0 2.0
17 100 1 32 33 10 25 75 48 16.0 16.0
18 2 25 42 17 16 84 33 12.5 6.2
19 4 19 53 21 8 93 25 9.5 2.4
20 6 15 60 25 2 98 15 7.5 1.2

aThe oxidation of benzyl alcohol (R) (1.0 mmol) catalyzed by complex CrLA1 (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).