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ChemComm
Page 4 of 4
DOI: 10.1039/C6CC07269K
COMMUNICATION
Journal Name
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decline of the conversion, but not of selectivity which
remained around 90%. This loss of catalytic is explained by
some agglomeration of the smaller active particles and the
mechanical abrasion of the catalytic material during the
reaction and the work-up procedure.
and B. M. Bhanage, RSC Adv., 2015,
K. Ghosh, A. S. Roy and R. A. Molla, RSC Adv., 2014,
5
, 94776; (c) S. M. Islam,
, 38986;
CO2Me
I
4
Pd@NGr-C (10 mg, 0.1 mol%)
+
CO + MeOH
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MeOH (10 mL), 100 °C, 19 h
PCO = 20 bar
2a
1a (5 mmol)
Catal., 2013,
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Figure 4. Recycle study of Pd/PdO@NGr-C for alkoxycarbonylation of
aryl iodide.
J. Chem. Soc., Perkin T. 1, 1997, 2273.
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6
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The reaction works under base free conditions, since the
formed hydrogen iodine is not fixed on the Pd-particles. We
believe the basic nitrogen sides on the support also
reversibly bind the acid and release it into the protic
solution.
L. He, F. Weniger, H. Neumann and M. Beller, Angew. Chem.
Int. Ed. Engl. 2016 accepted.
J. M. Thomas and W. J. Thomas, Principles and Practice of
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P. Zhang, Y. Gong, H. Li, Z. Chen and Y. Wang, Nat. Commun.,
In conclusion, we have developed
a heterogeneous
palladium catalyst via adsorption of a defined palladium–
phenanthroline complex onto commercially available carbon
support and subsequent pyrolysis. This new material was fully
characterized by several techniques and allows for the
alkoxycarbonylation of aryl iodides to give the corresponding
benzoates in good yields. Notably, these coupling reactions
occurred without the need for an external base. No metal
contamination in the alkoxycarbonylation products makes
Pd/PdO@NGr-C a promising catalyst for the synthesis of
intermediates required for material of life science applications,
where high product purity is required.
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