[(1,3-Bis{2,6-bis(diphenylmethyl)-4-methylphenyl}imidazole-2-ylidene)PdCl2(NEt3)]: “Throwing away” a different ancillary ligand to enhance the catalytic activity at room temperature

Guest, Daniel, Chen, Ming-Tsz, Tizzard, Graham J., Coles, Simon J., Turner, Michael Lewis and Navarro, Oscar (2014) [(1,3-Bis{2,6-bis(diphenylmethyl)-4-methylphenyl}imidazole-2-ylidene)PdCl2(NEt3)]: “Throwing away” a different ancillary ligand to enhance the catalytic activity at room temperature. European Journal of Inorganic Chemistry, 2014 (13), 2200-2203. (doi:10.1002/ejic.201400072).

Abstract

A considerable effort in ligand design for catalysis in recent years has led to remarkable achievements in cross-coupling reactions. In this work, we show that a careful selection of the ancillary ligands that complete the catalyst/precatalyst can provide an extra level of performance. Low loadings of [(IPr*)PdCl2(TEA)] {IPr* = 1,3-bis[2,6-bis(diphenylmethyl)-4-methylphenyl]imidazole-2-ylidene, TEA = triethylamine} catalyze the Buchwald-Hartwig amination reactions of aryl chlorides at room temperature in excellent yields, without the need for an inert atmosphere to set up or perform the reactions.

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Contributors

Author: Graham J. Tizzard

Author: Simon J. Coles

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