Catalysis Science & Technology
Page 4 of 5
ARTICLE
DOI: 10.1039/C4CY01680G
very efficient. Although slightly higher catalyst loading (2.4
mol%) and reaction time (24 h) were required, the reaction
worked equally well on electron rich (Entries 1-3), electron
deficient (Entry 4) and heteroaromatic (Entry 5) substrates.
These data have to be compared to those of other supported
nanocatalysts5 applied to chlorinated substrates which usually
require much more drastic conditions (e.g. extensive heating) to
be functioning in satisfactory yields.
Notes and references
a CEA, iBiTecS, Service de Chimie Bioorganique et de Marquage, 91191
Gif-sur-Yvette, France. E-mail: eric.doris@cea.fr.
b
Department of Chemistry, Indian Institute of Technology Bombay,
Mumbai 400 076, India. E-mail: irishi@chem.iitb.ac.in.
c
CEA, IRAMIS, Nanosciences et Innovation pour les Matériaux, la
Biomédecine et l’Energie, UMR3299, 91191 Gif-sur-Yvette, France.
State Key Laboratory of Physical Chemistry for Solid Surfaces and
d
National Engineering Laboratory for Green Chemical Productions of
Alcohols, Ethers, and Esters, Department of Chemistry, College of
Chemistry and Chemical Engineering, Xiamen University, Xiamen
361005, China.
Table 4. Scope of the PdCNT-promoted Suzuki coupling of aryl chlorides a
.
†Electronic Supplementary Information (ESI) available: Experimental
details and spectral data. See DOI: 10.1039/b000000x/
Entry
1
Substrate 1
Yield (%)b
Product 3
1
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temperature, under air, 24 h. b Yield of isolated product.
M
,
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Conclusions
Carbon nanotubes have been used as support for a new
palladium-based heterogeneous catalyst. The PdCNT
nanohybrid was used in the promotion of Suzuki cross coupling
of iodinated, brominated and chlorinated aromatic substrates
with phenylboronic acids. The system proved effective on a
variety of substrates including substituted benzenes,
heteroaromatics, and even non-aromatic benzyl bromide. The
results obtained compare favorably to previous reports7 as the
catalyst efficiently operates in green solvents16 (EtOH/H2O
mixture), without the need of a controlled atmosphere, and
most importantly at room temperature even for chlorinated
substrates which is, to the best of our knowledge,
unprecedented for heterogeneous catalytic systems.
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ChemCatChem, 2013, , 3571; d) D. V. Jawale, E. Gravel, V.
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5
6
Acknowledgement
Geertsen, H. Li, N. Shah, R. Kumar, J. John, I. N. N. Namboothiri, E.
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). 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).
Doris, Tetrahedron, 2014, 70, 6140; f) N. Shah, E. Gravel, D. V.
Jawale, E. Doris, I. N. N. Namboothiri, ChemCatChem, 2014,
2201; g) N. Shah, E. Gravel, D. V. Jawale, E. Doris, I. N. N.
Namboothiri, ChemCatChem 2015, , 57; h) D. V. Jawale, E. Gravel,
6,
7
C. Boudet, N. Shah, V. Geertsen, H. Li, I. N. N. Namboothiri and E.
Doris, Chem. Commun., 2015, 51, 1739.
9
P. Chen, H. B. Zhang, G. D. Lin, Q. Hong, K. R. Tsai, Carbon, 1997,
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4 | J. Name., 2012, 00, 1-3
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