A New Class of Easily Activated Palladium Precatalysts for Facile C−N Cross-Coupling Reactions and the Low Temperature Oxidative Addition of Aryl Chlorides
Top Cited Papers
- 1 May 2008
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 130 (21), 6686-6687
- https://doi.org/10.1021/ja801137k
Abstract
A new class of one-component Pd precatalysts bearing biarylphosphine ligands is described. These precatalysts are air- and thermally stable, are easily activated under normal reaction conditions at or below room temperature, and ensure the formation of the highly active monoligated Pd(0) complex necessary for oxidative addition. The use of these precatalysts as a convenient source of LPd(0) in C−N cross-coupling reactions is explored. The reactivity that is demonstrated in this study is unprecedented in palladium chemistry.Keywords
This publication has 18 references indexed in Scilit:
- Electronic Effects on the Selectivity of Pd‐Catalyzed C-N Bond‐Forming Reactions Using Biarylphosphine Ligands: The Competitive Roles of Amine Binding and AcidityAngewandte Chemie International Edition, 2007
- Structural Insights into Active Catalyst Structures and Oxidative Addition to (Biaryl)phosphine−Palladium Complexes via Density Functional Theory and Experimental StudiesOrganometallics, 2007
- Pd-Catalyzed Kumada−Corriu Cross-Coupling Reactions at Low Temperatures Allow the Use of Knochel-type Grignard ReagentsJournal of the American Chemical Society, 2007
- Discovery and Understanding of Transition-Metal-Catalyzed Aromatic Substitution ReactionsSynlett, 2006
- Catalysts for Suzuki−Miyaura Coupling Processes: Scope and Studies of the Effect of Ligand StructureJournal of the American Chemical Society, 2005
- An Extremely Active Catalyst for the Negishi Cross-Coupling ReactionJournal of the American Chemical Society, 2004
- Expanding Pd-Catalyzed C−N Bond-Forming Processes: The First Amidation of Aryl Sulfonates, Aqueous Amination, and Complementarity with Cu-Catalyzed ReactionsJournal of the American Chemical Society, 2003
- Molecularly defined palladium(0) monophosphine complexes as catalysts for efficient cross-coupling of aryl chlorides and phenylboronic acid1Chemical Communications, 2000
- Identification of the Effective Palladium(0) Catalytic Species Generatedin Situfrom Mixtures of Pd(dba)2and Bidentate Phosphine Ligands. Determination of Their Rates and Mechanism in Oxidative AdditionJournal of the American Chemical Society, 1997
- Mechanism of oxidative addition of palladium(0) with aromatic iodides in toluene, monitored at ultramicroelectrodesOrganometallics, 1990