[(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

• Published in: European journal of inorganic chemistry Vol. 2014; no. 13; pp. 2200 - 2203
• Main Authors: Guest, Daniel, Chen, Ming-Tsz, Tizzard, Graham J., Coles, Simon J., Turner, Michael Lewis, Navarro, Oscar
• Format: Journal Article
• Language: English
• Published: Weinheim WILEY-VCH Verlag 01-05-2014; WILEY‐VCH Verlag; Wiley Subscription Services, Inc
• Subjects: Aromatic compounds; Carbene ligands; Catalysis; Catalyst design; Catalytic activity; Chemical reactions; Chlorides; Cross-coupling; Inert atmospheres; Ligand effects; Ligands; Palladium; Triethylamine
• ISSN: 1434-1948; 1099-0682
• DOI: 10.1002/ejic.201400072

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.
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.