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Palladium(0) allylic alkylation in a two-phase system or with a supported aqueous phase catalyst
Authors:Agnè  s Choplin,Silvia Dos Santos,Franç  oise Quignard,Silvana Sigismondi,Denis Sinou
Affiliation:

a  Institut de Recherches sur la Catalyse, C.N.R.S., 2, avenue A. Einstein 69626 Villeurbanne Cédex France

b  Laboratoire de Synthèse Asymétrique, associé au C.N.R.S., CPE Lyon, Université Claude Bernard Lyon 1, 43, boulevard du 11 novembre 1918 69622 Villeurbanne Cédex France

Abstract:The reaction of allylic carbonates with various acyclic and cyclic carbonucleophiles is catalyzed by the system Pd(OAc)2 and P(C6H4-m-SO3Na)3 (or tppts) in a two-phase liquid medium H2O-nitrile, the activity of the catalyst depending mainly on the nature of the nitrile, the temperature of the reaction and the ratio palladium/tppts. The same system Pd(OAc)2 and P(C6H4-m-SO3Na)3 supported on silica catalyzes also this reaction. The formation of the active palladium species in the two cases is followed by NMR spectroscopy and discussed.
Keywords:Allylic substitution   Two-phase catalysis   Supported aqueous phase catalysis   Palladium   tppts
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