Reduction of nitro compounds using β-CD-TiO2 in water.
| Entry | Nitro | Amine |
Yielda
|
Yieldb
|
Yieldc (2 h) |
|---|---|---|---|---|---|
| 1 |
|
|
98 (3 h) | 100 (5 h) | 100 |
| 2 |
|
|
94 (4 h) | 97 (15 h) | 98 |
| 3 |
|
|
96 (3.5 h) | 95 (15 h) | 98 |
| 4 |
|
|
94 (3.5 h) | 96 (5 h) | 75 |
| 5 |
|
|
15 (3 h) | 10 (24 h) | 14 |
| 6 |
|
|
100 (3 h) | 98 (15 h) | 98 |
| 7 |
|
|
48 (3 h) | 25 (15 h) | 52 |
| 8 |
|
|
95 (3 h) | 97 (15 h) | 95 |
| 9 |
|
|
98 (3 h) | 94 (5 h) | 80 |
| 10 |
|
|
98 (3 h) | 97 (5 h) | 99 |
| 11 |
|
|
95 (3 h) | 96 (5 h) | 100 |
| 12 |
|
|
80 (3 h) | 80 (5 h) | 75 |
| 13 |
|
|
100 (3.5 h) | 98 (14 h) | 100 |
| 14 |
|
|
98 (3 h) | 99 (5 h) | 85 |
| 15 |
|
|
98 (3 h) | 76 (5 h) | 100 |
| 16 |
|
|
15 (3.5 h) | 5 (22 h) | 7 |
| 17 |
|
|
93 (3 h) | 94 (5 h) | 98 |
| 18d |
|
|
— | — | 85 (10 h) |
Reaction condition: TiO2-P25 (7.5 mg), β-cyclodextrin (0.15 g), nitro compound (1.2 mmol), irradiation with sunlight (1020–1070 Lux), Na2S (3.6 mmol).
Irradiation with blue LED (10 W), Na2S (3.6 mmol).
Irradiation with blue LED (10 W), Na2S (3.6 mmol), sonication time 2 h.
Large-scale reaction condition: TiO2-P25 (22 mg), nitro compound (6 mmol), irradiation with blue LED (10 W), Na2S (18 mmol), sonication time 10 h.
Yield
Yield
Yield