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. 2019 May 3;9(24):13749–13756. doi: 10.1039/c9ra01529a

Optimization of the reaction conditionsa.

graphic file with name c9ra01529a-u1.jpg
Entry Cat n Ligand X Solvent T/°C Yieldb (%) eec (%)
1 Nd-1 10 H2L1 12 THF rt 99 31
2 Nd-1 10 H2L2 12 THF rt 99 23
3 Nd-1 10 H2L3 12 THF rt 86 31
4 Nd-1 10 H2L4 12 THF rt 99 27
5 Nd-1 10 H2L5 12 THF rt 99 30
6 Nd-1 10 H2L6 12 THF rt 99 27
7 Nd-1 10 H2L7 12 THF rt 86 11
8 Nd-1 10 H2L8 12 THF rt 99 13
9 Nd-1 10 H2L9 12 THF rt 99 23
10 Sm-2 10 H2L1 12 THF rt 99 33
11 Eu-3 10 H2L1 12 THF rt 89 35
12 Yb-4 10 H2L1 12 THF rt 35 4
13 La-5 10 H2L1 12 THF rt 99 41
14 La-5 10 H2L1 12 Tol rt 99 5
15 La-5 10 H2L1 12 Hex rt 87 37
16 La-5 10 H2L1 12 DME rt 89 35
17 La-5 10 H2L1 12 CH3CN rt 99 57
18 La-5 10 H2L1 12 CH3CN 0 99 70
19 La-5 10 H2L1 12 CH3CN -20 99 80
20 La-5 10 H2L1 12 CH3CN -40 82 56
21 La-5 10 H2L1 15 CH3CN -20 99 71
22 La-5 10 H2L1 20 CH3CN -20 99 75
23 La-5 5 H2L1 12 CH3CN -20 99 57
a

The reaction was performed with chalcone (0.3 mmol), TBHP (0.36 mmol) in 1 mL of solvent.

b

HPLC yield.

c

Determined by chiral HPLC analysis.