3
The Pt-BNP 3 was successfully recovered after five catalytic
cycles with quantitative yield for all the five cycles (Figure 3). For
all the five catalytic cycles, the recovered catalyst gave quantitative
yield of 4-methyl aniline 5 which shows that there is no change in
catalyst’s property. HRTEM image of recovered Pt-BNP 3 catalyst
after the fifth catalytic cycle showed that there was no major change
in the particle size of the Pt-BNP catalyst and size ot the recovered
catalyst 3 is less than 10 nm (Figure 4).
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Figure 3. Recoverability and reusablity of 3 in reduction of 4.
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Figure 4. HRTEM images of Pt -BNP 3 before (a) and after the fifth
catalytic cycle (b).
1
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Conclusion
8
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In conclusion, we have synthesized and characterized highly
stable Pt nanoparticles and utilized them as an efficient catalyst
for chemoselective hydrogenation of nitroarenes in water at room
temperature under hydrogen atmosphere. It is important to
mention that sensitive functional groups such as nitriles, amides,
esters, halides, acids and ketones were well tolerated in this
chemoselective reduction. Due to high stability nature of Pt
nanocatalyst, it was quantitatively recovered and reused for five
catalytic cycles. There was no major change in the particle size
and catalytic activity of the recovered Pt-BNP catalyst.
15. (a) Ganapathy, D.; Kotha, S. S.; Sekar, G. Tetrahedron Lett. 2015, 56,
75-178; (b) Ganapathy, D.; Sekar, G., Catal. Commun. 2013, 39, 50-54;
c) Ganapathy, D.; Sekar, G., Org. Lett. 2014, 16, 3856-3859.
6. Mirkhalaf, F.; Paprotny, J.; Schiffrin, D. J. J. Am. Chem. Soc. 2006, 128,
400-7401.
1
(
1
1
7
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Langmuir 1996, 12, 1262-1269; (b) Chakraborty, I.; Kurashige, W.;
Kanehira, K.; Gell, L.; Hakkinen, H.; Negishi, Y.; Pradeep, T. J. Phys.
Chem. Lett. 2013, 4, 3351-3355.
Acknowledgment
18. See supporting information for details.
1
9. Mirkhalaf, F.; Paprotny, J.; Schiffrin, D. J. J. Am. Chem. Soc. 2006, 128,
We thank DST nanomission (SR/NM/NS-1034/2012(G))
New Delhi for financial support. KSS and NS thanks CSIR, India
for senior research fellowship.
7400-7401.
20. (a) Mol% of Pt-BNP catalyst refers to the mol% of Pt atoms per 1 mol of
nitro benzene; (b) The reaction is blackish yellow in color and
heterogeneous in nature till the completion of the reaction.
21. (a) Cho, W. K.; Lee, J. K.; Kang, S. M.; Chi, Y. S.; Lee, H.-S.; Choi, I. S.
Chem. - Eur. J. 2007, 13, 6351-6358; (b) Weck, M.; Jones, C. W. Inorg.
Chem. 2007, 46, 1865-1875.
Supporting data
Supplementary data (representative experimental procedures,
characterization data, and copies of NMR) associated with this
article can be found, in the online version.
22. Aliphatic nitro compounds CH
CH CH CH CH NO were remain unreacted under the optimized reaction
conditions.
3 2 3 2 2
NO , CH CH NO and
3
2
2
2
2
References
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