Chem. J. Chinese Universities ›› 2019, Vol. 40 ›› Issue (6): 1178.doi: 10.7503/cjcu20180767
• Organic Chemistry • Previous Articles Next Articles
QIAN Wenhao1, HUANG Wei1(), CONG Yufeng1, LI Fusheng2
Received:
2018-11-14
Online:
2019-06-10
Published:
2019-03-27
Supported by:
CLC Number:
TrendMD:
QIAN Wenhao,HUANG Wei,CONG Yufeng,LI Fusheng. Selective Oxidation of Benzyl Alcohols Catalyzed by UiO-67-Sal-CuCl2 in Air†[J]. Chem. J. Chinese Universities, 2019, 40(6): 1178.
No. | Catalyst | Solvent | Base | Conversionb(%) | Selectivityb(%) |
---|---|---|---|---|---|
1 | — | CH3CN | NaHCO3 | 0 | — |
2 | CuCl2 | CH3CN | NaHCO3 | 81 | 99 |
3 | Cu(NO3)2 | CH3CN | NaHCO3 | 72 | 99 |
4 | Cu(OAc)2 | CH3CN | NaHCO3 | 53 | 99 |
5 | UiO-67-Sal | CH3CN | NaHCO3 | 0 | — |
6 | UiO-67-Sal-Cu(NO3)2 | CH3CN | NaHCO3 | 83 | 99 |
7 | UiO-67-Sal-Cu(OAc)2 | CH3CN | NaHCO3 | 68 | 99 |
8 | UiO-67-Sal-CuCl2 | CH3CN | NaHCO3 | 99 | 99 |
9 | UiO-67-Sal-CuCl2 | 1,4-Dioxane | NaHCO3 | 82 | 99 |
10 | UiO-67-Sal-CuCl2 | THF | NaHCO3 | 78 | 99 |
11 | UiO-67-Sal-CuCl2 | DMF | NaHCO3 | <5 | 99 |
12 | UiO-67-Sal-CuCl2 | CH3CN | NaOH | 41 | 99 |
13 | UiO-67-Sal-CuCl2 | CH3CN | TEA | 9 | 99 |
Table 1 Optimization of aerobic oxidation of benzyl alcohola
No. | Catalyst | Solvent | Base | Conversionb(%) | Selectivityb(%) |
---|---|---|---|---|---|
1 | — | CH3CN | NaHCO3 | 0 | — |
2 | CuCl2 | CH3CN | NaHCO3 | 81 | 99 |
3 | Cu(NO3)2 | CH3CN | NaHCO3 | 72 | 99 |
4 | Cu(OAc)2 | CH3CN | NaHCO3 | 53 | 99 |
5 | UiO-67-Sal | CH3CN | NaHCO3 | 0 | — |
6 | UiO-67-Sal-Cu(NO3)2 | CH3CN | NaHCO3 | 83 | 99 |
7 | UiO-67-Sal-Cu(OAc)2 | CH3CN | NaHCO3 | 68 | 99 |
8 | UiO-67-Sal-CuCl2 | CH3CN | NaHCO3 | 99 | 99 |
9 | UiO-67-Sal-CuCl2 | 1,4-Dioxane | NaHCO3 | 82 | 99 |
10 | UiO-67-Sal-CuCl2 | THF | NaHCO3 | 78 | 99 |
11 | UiO-67-Sal-CuCl2 | DMF | NaHCO3 | <5 | 99 |
12 | UiO-67-Sal-CuCl2 | CH3CN | NaOH | 41 | 99 |
13 | UiO-67-Sal-CuCl2 | CH3CN | TEA | 9 | 99 |
No. | R | R' | Conversionb(%) | Selectivityb(%) |
---|---|---|---|---|
1 | H | H | 99 | 99 |
2 | CH3 | H | 99 | 99 |
3 | CH3O | H | 99 | 99 |
4 | Br | H | 80 | 99 |
5 | NO2 | H | 75 | 99 |
6 | CF3 | H | 70 | 99 |
7 | H | CH3 | 40 | 99 |
Table 2 Aerobic oxidation of benzyl alcohola
No. | R | R' | Conversionb(%) | Selectivityb(%) |
---|---|---|---|---|
1 | H | H | 99 | 99 |
2 | CH3 | H | 99 | 99 |
3 | CH3O | H | 99 | 99 |
4 | Br | H | 80 | 99 |
5 | NO2 | H | 75 | 99 |
6 | CF3 | H | 70 | 99 |
7 | H | CH3 | 40 | 99 |
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