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

✍ Scribed by Fabien Proutiere; Prof. Dr. Franziska Schoenebeck

Publisher
John Wiley and Sons
Year
2011
Tongue
English
Weight
611 KB
Volume
50
Category
Article
ISSN
0044-8249

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✦ Synopsis

Suzuki coupling of the bifunctional substrate 1 using [Pd(2)(dba)(3)]/PtBu(3) 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(PtBu(3))]. Instead, the data are consistent with an anionic palladium complex as the active species.

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