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Issue 11, 2009
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Diethyl carbonate as a solvent for ruthenium catalysed C–H bond functionalisation

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Abstract

The ruthenium catalysed direct functionalisation of arene C–H bonds by aryl halides is reported. Reactions were performed in diethyl carbonate (DEC) instead of N-methylpyrrolidone (NMP), the solvent of choice used in most ruthenium catalysed C–H bond transformations. The use of diethyl carbonate facilitates the workup procedure thus reducing the amount of waste water. The slight loss of activity due to the use of diethyl carbonate is counterbalanced by the improvement of the catalyst efficiency achieved by a judicious choice of additives. Several arenes containing an N-heterocycle as a directing group have been diarylated.

Graphical abstract: Diethyl carbonate as a solvent for ruthenium catalysed C–H bond functionalisation

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Article information


Submitted
02 Jul 2009
Accepted
11 Aug 2009
First published
08 Sep 2009

Green Chem., 2009,11, 1871-1875
Article type
Paper

Diethyl carbonate as a solvent for ruthenium catalysed C–H bond functionalisation

P. Arockiam, V. Poirier, C. Fischmeister, C. Bruneau and P. H. Dixneuf, Green Chem., 2009, 11, 1871
DOI: 10.1039/B913115A

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