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Catalysis Science & Technology
Page 4 of 5
DOI: 10.1039/C5CY00985E
COMMUNICATION
Journal Name
Table 4 Scope of the RhCNT-catalyzed oxidation of hydrazines and thiols.a
3
4
(a) J. John, E. Gravel, I. N. N. Namboothiri and E. Doris,
Nanotechnol. Rev., 2012, , 515; (b) M. Melchionna, S.
Marchesan, M. Prato and P. Fornasiero, Catal. Sci. Technol.,
2015, , DOI: 10.1039/C5CY00651A.
AuCNT: (a) J. John, E. Gravel, A. Hagège, H. Li, T. Gacoin and
E. Doris, Angew. Chem. Int. Ed., 2011, 50, 7533; (b) R. Kumar,
E. Gravel, A. Hagège, H. Li, D. V. Jawale, D. Verma, I. N. N.
1
Entry
1
Substrate
7
Product
8
Yieldb
92%
5
7a
8a
7b
7c
2
3
8b
-
88%
NRc
Namboothiri and E. Doris, Nanoscale, 2013,
Jawale, E. Gravel, V. Geertsen, H. Li, N. Shah, I. N. N.
Namboothiri and E. Doris, ChemCatChem, 2014, , 719; (d) R.
Kumar, E. Gravel, A. Hagège, H. Li, D. Verma, I. N. N.
Namboothiri and E. Doris, ChemCatChem, 2013, , 3571; (e)
N. Shah, E. Gravel, D. V. Jawale, E. Doris and I. N. N.
Namboothiri, ChemCatChem, 2014, , 2201; (f) N. Shah, E.
Gravel, D. V. Jawale, E. Doris and I. N. N. Namboothiri,
ChemCatChem, 2015, , 57; (g) D. V. Jawale, E. Gravel, V.
5, 6491; (c) D. V.
6
-
5
7d
7e
7f
4
5
6
8d
96%
97%
98%
8ed
8fe
6
7
Geertsen, H. Li, N. Shah, R. Kumar, J. John, I. N. N.
Namboothiri and E. Doris, Tetrahedron, 2014, 70, 6140; (h) S.
Donck, E. Gravel, N. Shah, D. V. Jawale, E. Doris and I. N. N.
a Conditions: 7 (0.2 mmol), RhCNT (0.25 mol%, 100 µL of a 5 mM aqueous
b
suspension), CHCl3/H2O 3:1 (1 mL), room temperature, open flask (air), 12 h.
Isolated yields. c No reaction. dAr = p(NO2)C6H4. e Ar’ = p(tBu)C6H4.
Namboothiri, RSC Adv., 2015,
Jawale, E. Gravel, C. Boudet, N. Shah, V. Geertsen, H. Li, I. N.
N. Namboothiri and E. Doris, Chem. Commun., 2015, 51
5, 50865; RuCNT: (i) D. V.;
,
1739; PdCNT: (j) D. V. Jawale, E. Gravel, C. Boudet, N. Shah,
V. Geertsen, H. Li, I. N. N. Namboothiri and E. Doris, Catal.
Sci. Technol., 2015, 5, 2388; (k) S. Donck, E. Gravel, N. Shah,
D. V. Jawale, E. Doris and I. N. N. Namboothiri,
ChemCatChem, 2015, DOI: 10.1002/cctc.201500241; RhCNT:
(l) D. V. Jawale, E. Gravel, N. Shah, V. Dauvois, H. Li, I. N. N.
Namboothiri and E. Doris, Chem. Eur. J., 2015, 21, 7039.
(a) H. Mehdi, A. Bodor, D. Lantos, I. T. Horvath, D. E. De Vos
Conclusions
Carbon nanotube-rhodium nanohybrid was found to be an
efficient catalytic system to perform mild and selective
oxidations of various substrates which include hydroquinones,
hydroxylamines, silanes, hydrazines, and thiols. The
nanohybrid can be readily recycled and it operates under mild
conditions as reactions were conducted at room temperature,
with low catalytic loading (0.25 mol %). The system proved
very efficient on the investigated substrates and demonstrated
high selectivity. The results obtained in the context of this
study thus compare favorably to previous reports in terms of
scope and overall efficiency.
5
6
and K. Binnemans, J. Org. Chem., 2007, 72, 517; (b) J.
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7
8
Support from the Indo-French Centre for the Promotion of
Advanced Research (IFCPAR) / Centre Franco-Indien pour la
Promotion de la Recherche Avancée (CEFIPRA) is gratefully
acknowledged (Project no. 4705-1). S.D. thanks the
Department of Science and Technology (Government of India)
and the Science & Technology Department (French Embassy in
India) for the award of a Raman-Charpak fellowship. The TEM-
team platform (CEA, iBiTec-S) is acknowledged for help with
TEM images. The “Service de Chimie Bioorganique et de
Marquage” belongs to the Laboratory of Excellence in
Research on Medication and Innovative Therapeutics (ANR-10-
LABX-0033-LERMIT).
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9
Notes and references
‡ Increasing the reaction time led to some degradation products.
1
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4 | J. Name., 2012, 00, 1-3
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