RSC Advances
Paper
Oxidation of alcohols
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Different kind of alcohols were converted into the correspond-
ing ketones under this reaction-controlled phase transfer cata-
lytic system. The results in Table 6 show that I effectively
catalyzes the oxidation of alcohols to corresponding carbonyl
compounds with hydrogen peroxide. Normal to high conver-
sions and high selectivities for secondary alcohols were
observed under our reaction conditions. Especially, the 2-octa-
nol showed a 87% conversion and a 87% yield for octan-2-one.
9
5
1
1
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1
1
1
1
1
1
1
1
2
2
2
2
2
2
2
2
2
2
3
3
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Conclusions
In summary, a new reaction-controlled phase-transfer catalyst
based on silicotungstate of [(C18H ) (CH ) N] [SiO H(WO ) ] (I)
37 2 3 2 3 4 5 3
was developed. Complex I exhibited high catalytic activity for
epoxidation of various alkenes (such as linear terminal olens,
internal olens, cyclic olens, styrene, and unactivated alkenes) to
epoxides, the oxidation of suldes and the oxidation of alcohols.
This new reaction-controlled phase-transfer catalytic system
not only made the recovery of catalyst easy, but also avoided the
using of toxic solvents. All the oxidation reactions were per-
formed in a recyclable and environmentally benign catalytic
1557.
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S. Hikichi and N. Mizuno, Science, 2003, 300, 964–966.
9 Y. Nakagawa, K. Kamata, M. Kotani, K. Yamaguchi and
N. Mizuno, Angew. Chem., Int. Ed. Engl., 2005, 44, 5136–5141.
0 K. Kamata, Y. Nakagawa, K. Yamaguchi and N. Mizuno, J.
Catal., 2004, 224, 224–228.
1 K. Kamata, M. Kotani, K. Yamaguchi, S. Hikichi and
N. Mizuno, Chem.–Eur. J., 2007, 13, 639–648.
2 X. Zuwei, Z. Ning, S. Yu and L. Kunlan, Science, 2001, 292,
system: [(C18
substrates. The catalyst was easily recovered aer reaction by
ltration and centrifugation, and the high activity was main-
tained for the recycling reactions. It was found that silicotung-
state of [(C18 (CH N] [SiO H(WO ] (I) was a pre-catalyst
37 2 3 2 3 4 5 3 2 2
H ) (CH ) N] [SiO H(WO ) ]/H O /ethyl acetate/
H
37
)
2
3
)
2
3
4
5 3
)
and the true catalyst was a mixture that contains several
different silicotungstate species.
1139–1141.
Acknowledgements
3 J. Gao, Y. Chen, B. Han, Z. Feng, C. Li, N. Zhou, S. Gao and
Z. Xi, J. Mol. Catal. A: Chem., 2004, 210, 197–204.
4 N. Zhou, Z. Xi, G. Cao and S. Gao, Appl. Catal., A, 2003, 250,
This work was nancially supported by the National Natural
Science Foundation of China (Grant nos 21172098, 21173105,
239–245.
20803032) and the Fundamental Research Funds for the Central
5 A. Mouret, L. Leclercq, A. Muhlbauer and V. Nardello-Rataj,
Green Chem., 2014, 16, 269–278.
6 Y. Ding, B. Ma, D. Tong, H. Hua and W. Zhao, Aust. J. Chem.,
Universities (lzujbky-2013-50 and lzujbky-2014-67).
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