Optimization of the reaction conditionsa.
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|---|---|---|---|---|---|---|
| Entry | Catalyst (mg) | Solvent | Temperature (°C) | Time (h) | TBHP (mmol) | Yieldb (%) |
| 1 | — | H2O : CH3CN (1 : 1) | r.t. | 12 | — | N.R. |
| 2 | — | H2O : CH3CN (1 : 1) | 80 | 12 | — | N.R. |
| 3 | — | H2O : CH3CN (1 : 1) | 80 | 12 | 3 | Trace |
| 4 | IRMOF-3 (15) | H2O : CH3CN (1 : 1) | 80 | 6 | 3 | 30 |
| 5 | UiO-66-NH2 (15) | H2O : CH3CN (1 : 1) | 80 | 6 | 3 | 35 |
| 6 | Basolite (Fe) (15) | H2O : CH3CN (1 : 1) | 80 | 6 | 3 | 55 |
| 7 | MIL (101)Fe (15) | H2O : CH3CN (1 : 1) | 80 | 6 | 3 | 62 |
| 8 | MOF-BASU1 (15) | H2O : CH3CN (1 : 1) | 80 | 1 | 3 | 98 |
| 9 | MOF-BASU1 (15) | Toluene | 80 | 1 | 3 | N.R. |
| 10 | MOF-BASU1 (15) | CH3CN | 80 | 1 | 3 | 80 |
| 11 | MOF-BASU1 (15) | H2O | 80 | 1 | 3 | 40 |
| 12 | MOF-BASU1 (15) | EtOH | 80 | 1 | 3 | 65 |
| 13 | MOF-BASU1 (15) | H2O : EtOH (1 : 1) | 80 | 1 | 3 | 75 |
| 14 | MOF-BASU1 (15) | Solvent-free | 80 | 1 | 3 | 52 |
| 15 | MOF-BASU1 (15) | DMF | 80 | 1 | 3 | 39 |
| 16 | MOF-BASU1 (7.5) | H2O : CH3CN (1 : 1) | 80 | 1 | 3 | 82 |
| 17 | MOF-BASU1 (20) | H2O : CH3CN (1 : 1) | 80 | 1 | 3 | 97 |
| 18 | MOF-BASU1 (15) | H2O : CH3CN (1 : 1) | 60 | 1 | 3 | 79 |
| 19 | MOF-BASU1 (15)c | H2O : CH3CN (1 : 1) | 80 | 10 | 3 | 80 |
| 20 | MOF-BASU1 (15) | H2O : CH3CN (1 : 1) | 80 | 1 | 2 | 80 |
a
Reaction condition: p-chlorobenzyl alcohol (1.0 mmol).
b
Isolated yields.
c
The reaction was investigated in the absence of O2.