Akporji, Nnamdi; Thakore, Ruchita R.; Cortes-Clerget, Margery; Andersen, Joel; Landstrom, Evan; Aue, Donald H.; Gallou, Fabrice; Lipshutz, Bruce H. published the artcile< N2Phos - an easily made, highly effective ligand designed for ppm level Pd-catalyzed Suzuki-Miyaura cross couplings in water>, Electric Literature of 13472-84-9, the main research area is phosphine biaryl ligand preparation crystal structure mol; biaryl preparation; aryl halide arylboronic acid Suzuki Miyaura palladium catalyst.
A new biaryl phosphine-containing ligand from an active palladium catalyst for ppm level Suzuki-Miyaura couplings to afford biaryls, was enabled by an aqueous micellar reaction medium. A wide array of functionalized substrates including aryl/heteroaryl bromides were amenable, as were, notably, chlorides. The catalytic system was both general and highly effective at low palladium loadings (1000-2500 ppm or 0.10-0.25 mol%). D. functional theory calculations suggested that greater steric congestion in N2Phos induced increased steric crowding around the Pd center, helping to destabilize the 2 : 1 ligand-Pd(0) complex more for N2Phos than for EvanPhos (and less bulky ligands), and thereby favoring formation of the 1 : 1 ligand-Pdo complex that is more reactive in oxidative addition to aryl chlorides.
Chemical Science published new progress about Aryl halides Role: RCT (Reactant), RACT (Reactant or Reagent). 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Electric Literature of 13472-84-9.