0000000000373783
AUTHOR
Genevieve Gingras
Heterogeneously catalyzed Suzuki-Miyaura conversion of broad scope
The reaction tolerates a broad range of functional groups in the coupling partners and is usually performed in solution under homogeneous conditions at T ¢ 60 uC using 2–3 mol% catalytic amounts. The catalyst is often a Pd(0) complex with triarylphosphane ligands. 2 The catalytic cycle (Scheme 2) begins with the oxidative addition of an aryl halide to a Pd(0) species formed in situ to form an arylpalladium(II) halide intermediate. 3 Chloroarenes, especially nonactivated aryl chlorides, are notoriously less reactive due to the stability of the C–Cl bond (the relative reactivity of Ar–X is correlated to the respective bond dissociation energy: Ph–Cl: 96 kcal mol 21 ,P h–Br: 81 kcal mol 21 ,P …
Enhanced Heterogeneously Catalyzed Suzuki-Miyaura Reaction over SiliaCat Pd(0)
Abstract The SiliaCat Pd(0) solid catalyst can be efficiently employed in the Suzuki–Miyaura cross-coupling of an ample variety of haloarenes, including economically viable chloroarenes. The catalyst can be extensively recycled without loss of activity and with low leaching of valued palladium, opening the route to widespread utilization of the method to afford high yields of biaryls devoid of contaminating by-products.
Heterogeneous Sonogashira Coupling over Nanostructured SiliaCat Pd(0)
Sol–gel entrapped catalyst SiliaCat Pd(0) heterogeneously mediates the Sonogoashira coupling of different aryl halides and phenylacetylene either under thermal conditions or, much more efficiently, under microwave irradiation, affording good conversions of coupled products. Leaching of valued Pd is limited, and the catalyst can be reused.