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Naphthidine di(radical cation)s-stabilized palladium nanoparticles for efficient catalytic Suzuki-Miyaura cross-coupling reactions
Authors:Christophe Desmarets,Alain Walcarius,Benoî  t Champagne,Raphaë  l Schneider
Affiliation:a SOR, UMR CNRS-UHP 7565, Faculté des Sciences, Nancy Université, 54506 Vandoeuvre-les-Nancy, France
b LCPME, UMR CNRS-UHP 7564, Nancy Université, 405, rue de Vandoeuvre, 54600 Villers-les-Nancy, France
c Laboratoire de Chimie Théorique Appliquée, Facultés Universitaires Notre-Dame de la Paix, rue de Bruxelles, 61, B-5000 Namur, Belgium
d LCPME, UMR CNRS-UHP 7564, Faculté de Pharmacie, Nancy Université, BP 80403, 54001 Nancy Cedex, France
Abstract:Stable Pd(0) nanoparticles were prepared at room temperature in 1,4-dioxane from PdCl2 using N,N′-bis(4-methoxyphenyl)-(1,1′-binaphthyl)-4,4′-diamine (naphthidine) as reducing and stabilizing agent. This procedure resulted in Pd(0) particles possessing an average diameter of ca. 25 nm stabilized against aggregation due to a barrier of the naphthidine di(radical cation) Napht2.2+. These particles were evaluated for their capability to act as catalysts in Suzuki-Miyaura coupling reactions. The Pd(0)/Napht2.2+ provides a general and convenient method to prepare biaryls from aryl bromides or iodides and boronic acids with a broad range of functional groups in 1,4-dioxane at 80 °C and under aerobic conditions.
Keywords:Naphthidines   Pd nanoparticles   Catalysis   C-C coupling   Recycle
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