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Solvent Effect on Palladium-Catalyzed Cross-Coupling Reactions and Implications on the Active Catalytic Species

2011; Wiley; Volume: 50; Issue: 35 Linguagem: Inglês

10.1002/anie.201101746

1521-3773

Fabien Proutière, Franziska Schoenebeck,

Asymmetric Hydrogenation and Catalysis

Suzuki coupling of the bifunctional substrate 1 using [Pd2(dba)3]/PtBu3 gives selectivity for CCl in nonpolar solvents but for COTf in polar solvents. The results of computational and experimental studies suggest that the catalytically active species in polar solvents under conditions employing coordinating additives is inconsistent with monoligated [Pd(PtBu3)]. Instead, the data are consistent with an anionic palladium complex as the active species.