Journal ArticleDOI
A Highly Active Catalyst for the Room-Temperature Amination and Suzuki Coupling of Aryl Chlorides.
TLDR
A unique combination of steric and electronic properties appears to determine the effectiveness of phosphanyl-substituted biphenyls as ligands in palladium-catalyzed aminations and Suzuki coupling of aryl chlorides at room temperature.Abstract:
A unique combination of steric and electronic properties appears to determine the effectiveness of phosphanyl-substituted biphenyls as ligands in palladium-catalyzed aminations and Suzuki coupling of aryl chlorides at room temperature [Eq. (1)]. The oxidative addition step is greatly accelerated, and transmetalation (or Pd-N bond formation) and reductive elimination processes are facilitated. Use of these ligands allows for Suzuki coupling at very low catalyst loadings (as little as 10(-6) mol % Pd). R"=cyclohexyl, tert-butyl.read more
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Journal ArticleDOI
Aryl-aryl bond formation one century after the discovery of the Ullmann reaction.
Journal ArticleDOI
Aryl-aryl bond formation by transition-metal-catalyzed direct arylation.
TL;DR: A number of improvements have developed the former process into an industrially very useful and attractive method for the construction of aryl -aryl bonds, but the need still exists for more efficient routes whereby the same outcome is accomplished, but with reduced waste and in fewer steps.
Journal ArticleDOI
Palladium-Catalyzed Suzuki-Miyaura Cross-coupling Reactions Employing Dialkylbiaryl Phosphine Ligands
Ruben Martin,Stephen L. Buchwald +1 more
TL;DR: An overview of the use and impact of dialkylbiarylphosphine ligands in the Suzuki-Miyaura cross-coupling reaction and the utility of these ligands has been successfully demonstrated in a wide number of synthetic applications, including industrially relevant processes.
Journal ArticleDOI
On the Nature of the Active Species in Palladium Catalyzed Mizoroki–Heck and Suzuki–Miyaura Couplings – Homogeneous or Heterogeneous Catalysis, A Critical Review
TL;DR: A wide array of forms of palladium has been utilized as precatalysts for Heck and Suzuki coupling reactions over the last 15 years as mentioned in this paper, and there are now many suggestions in the literature that narrow the scope of types of precatalyst that may be considered true catalysts in these coupling reactions.
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