ChemComm
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DOI: 10.1039/C5CC02205C
was 81% while only 14% a4 was obtained. Similar rule was
Notes and references
observed if the position of methyl group on aniline was changed.
For example, the yields of b1, c1 and d1 were 82-83% but only
32-50% yields of b2, c2 and d2 were obtained.
aState Key Laboratory for Oxo Synthesis and Selective Oxidation, Centre
for Green Chemistry and Catalysis, Lanzhou Institute of ChemicalPhysics,
25 Chinese Academy of Sciences. E-mail: fshi@licp.cas.cn
bUniversity of Chinese Academy of Sciences, Beijing, 100049 , China
† Electronic Supplementary Information (ESI) available: [details of any
supplementary information available should be included here]. See
DOI: 10.1039/b000000x/
30
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Figure 3. Reaction of aniline with benzylalcohol and 1-hexanol vs time
5
5
%
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%
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N
N
4
1
4
%
%
1
8
a2
a3
N
N
H
a4[a]
a1
b2
5
6
7
NH
2
d1
N
N
6
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d2
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6
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c1
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5
0
%
3
8
%
75
Scheme 5. Results of steric effect exploration. [a] Values are yields of the
desired products determined by GC-MS.
10
In conclusion, a simple CuAlOx-HT catalyst was successfully
developed for the selective synthesis of unsymmetric tertiary
amines by finely controlling its activity and structure with
hydrothermal method. This novel catalyst enables the synthesis of
unsymmetric amines in a wide variety of primary amines and
80
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15 alcohols. To the best of our knowledge, this is the first example
for the efficient one-pot synthesis of unsymmetric tertiary amines.
It offers a clean and economic route for unsymmetric tertiary
amine synthesis and it may promote the development of amine
chemistry.
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20
The authors acknowledge financial support from the National
Natural Science Foundation of China (21303228).
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