Alternative to high cost palladium catalysts?

10-Mar-2009 - USA

Scientists in the USA have developed a ligand-free copper catalysed procedure for carbon-nitrogen bond formation.

Alternative to high cost palladium catalysts

Christian Wolf and Hanhui Xu from Georgetown University, Washington, in the US, show that carbon-nitrogen bond formation can be achieved in high yield by a copper catalysed coupling procedure.

Wolf and Xu show that the amination of aryl chlorides, bromides and iodides with aromatic and aliphatic amines proceed efficiently using 5 mol% of Cu­2O as the catalyst in N-methyl pyrrolidinone.

Significantly, the reaction does not require the use of activating ligands, and both primary and secondary amines, even amino acids and diphenylamine have been used in the reaction.

‘This procedure is generally useful, it utilises an inexpensive and readily available catalyst, and it provides aryl amines and amides in high yields,’ says Wolf.

Wolf hopes the copper catalyst will be useful in industry as an alternative to high cost palladium catalysts.

Original article: Wolf et. al.; "Copper catalyzed coupling of aryl chlorides, bromides and iodides with amines and amides"; Chem. Commun., 2009

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