《Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents》 was published in Angewandte Chemie, International Edition in 2020. These research results belong to Scherpf, Thorsten; Steinert, Henning; Grossjohann, Angela; Dilchert, Katharina; Tappen, Jens; Rodstein, Ilja; Gessner, Viktoria H.. Quality Control of Tris(dibenzylideneacetone)dipalladium(0) The article mentions the following:
Organolithium compounds are amongst the most important organometallic reagents and frequently used in difficult metalation reactions. However, their direct use in the formation of C-C bonds is less established. Although remarkable advances in the coupling of aryllithium compounds have been achieved, Csp2-Csp3 coupling reactions are very limited. Herein, we report the first general protocol for the coupling or aryl chlorides with alkyllithium reagents. Palladium catalysts based on ylide-substituted phosphines (YPhos) were found to be excellently suited for this transformation giving high selectivities at room temperature with a variety of aryl chlorides without the need for an addnl. transmetallation reagent. This is demonstrated in gram-scale synthesis including building blocks for materials chem. and pharmaceutical industry. Furthermore, the direct coupling of aryllithiums as well as Grignard reagents with aryl chlorides was also easily accomplished at room temperature The results came from multiple reactions, including the reaction of Tris(dibenzylideneacetone)dipalladium(0)(cas: 51364-51-3Quality Control of Tris(dibenzylideneacetone)dipalladium(0))
Tris(dibenzylideneacetone)dipalladium(0)(cas: 51364-51-3) is the most widely used PdO precursor complex in synthesis and catalysis, in particular as a catalyst for various coupling reactions. Quality Control of Tris(dibenzylideneacetone)dipalladium(0) It also used for palladium-catalyzed one-pot synthesis of tricyclic indolines, in the Suzuki-Miyaura coupling of 2-pyridyl nucleophiles and cross-coupling of aryl halides with aryl boronic acids.
Referemce:
Metal catalyst and ligand design,
Ligand Template Strategies for Catalyst Encapsulation – NCBI