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

被引：167

作者：

Proutiere, Fabien ^{[1
]}

Schoenebeck, Franziska ^{[1
]}

机构：

[1] ETH, Organ Chem Lab, CH-8093 Zurich, Switzerland

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 35期

关键词：

palladium; regioselectivity; solvent effects; Suzuki coupling; DEACTIVATED ARYL CHLORIDES; ZERO-VALENT PALLADIUM; OXIDATIVE ADDITION; ARYLBORONIC ACIDS; HECK REACTIONS; HALIDE-COMPLEXES; STILLE REACTION; GENERAL-METHOD; MECHANISM; LIGAND;

D O I：

10.1002/anie.201101746

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Suzuki coupling of the bifunctional substrate 1 using [Pd 2(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. © 2011 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

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页码：8192 / 8195

页数：4

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