Table 1 Aza-Michael addition of amines to a,b-unsaturated compounds
Division of IIP for providing help in the analysis of the
samples. For the TEM analysis, NIIST, Trivandrum is kindly
acknowledged.
using graphene oxide as the catalysta
Michael
acceptor
Reaction
time (min)
Yields
(%)b
Entry
1
Amine
Notes and references
35,c 150d
30.0,e 5.0
96, 94
95, 97
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7.0
5.0
5.0
95
92
92
94
2
3
7.0
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10.0
10.0
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92
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5.0
10.0
7.0
5.0
5.0
96
85
94
95
94
4
5
n-BuNH2
5.0
5.0
95
96
6
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5.0
5.0
5.0
5.0
94
95
95
94
7
8
9
45
65
10
30
70
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a
Conditions: Amine (1 mmol), a,b-unsaturated compounds
(1.2 mmol), catalyst (0.5 ml) at room temperature; Isolated yield;
b
c
Blank experiment in aqueous media without graphene oxide catalyst;
Blank experiment in the absence of water and graphene oxide
d
e
catalyst; Experiment carried out using reduced graphene as catalyst.
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Table 2 Results of the recycling experimentsa
Run
Time (min)
Yield (%)b
1
7
90
2
7
89
3
7
89
4
7
89
5
7
90
6
7
90
7
7
90
8
7
89
9
7
89
a
b
Conditions as mentioned in the text. Isolated yield.
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2010, 22, 1392.
21 D. H. Everett, Basic Principles of Colloidal Science, The Royal
Society of Chemistry, London, 1988.
22 M. L. Kantam, B. Neelimaa and C. V. Reddy, J. Mol. Catal. A:
Chem., 2005, 241, 147 and reference cited therein.
We kindly acknowledge Director IIP for his kind permission
to publish these results. SV and HM are thankful to CSIR
and UGC, respectively, for their research fellowships. We
are thankful to the Biotechnology laboratory and Analytical
c
This journal is The Royal Society of Chemistry 2011
Chem. Commun., 2011, 47, 12673–12675 12675