caa a22 4500 47584405X CHVBK 20180406123908.0 cr unu---uuuuu 170329e20000801xx s 000 0 eng 10.1023/A:1009082216524 doi (NATIONALLICENCE)springer-10.1023/A:1009082216524 Allylic substitution catalysed by silica-supported aqueous phase palladium(0) catalysts [Elektronische Daten] [Sylvia dos Santos, Françoise Quignard, Denis Sinou, Agnès Choplin] The supported aqueous phase methodology was applied to the catalytic system Pd(OAc)2/5TPPTS, a catalyst precursor of the Trost-Tsuji reaction. The characterization of the solid by 31P MAS NMR spectroscopy confirms the reduction by the phosphines of Pd(II) to Pd(0) as Pd(TPPTS)3. The catalytic properties of this solid were determined for the allylic substitution of (E)-cinnamyl ethyl carbonate by nucleophiles such as ethyl acetoacetate, dimethyl malonate, morpholine, phenol and 2-mercaptopyridine and were compared to those of the same catalytic system in a biphasic water/nitrile medium. Having demonstrated the absence of palladium leaching and having solved the problem of water leaching from the solid into the organic solvent, the SAP Pd catalyst was engaged with success in a continuous flow experiment, demonstrating the possibility to reach a productivity superior to 2200 moles of carbonate selectively converted per mole of palladium within 11 h. Kluwer Academic Publishers, 2000 supported aqueous phase catalysts nationallicence biphasic water/organic solvent nationallicence palladium nationallicence allylic substitution nationallicence dos Santos Sylvia Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut Quignard Françoise Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut Sinou Denis Laboratoire de Synthèse Asymétrique, CPE Lyon, Université, Cl. Bernard Lyon 1, 69622, Villeurbanne Cedex, France aut Choplin Agnès Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 13/3(2000-08-01), 311-318 1022-5528 13:3<311 2000 13 11244 https://doi.org/10.1023/A:1009082216524 text/html Onlinezugriff via DOI 1 research-article jats NATIONALLICENCE 856 40 https://doi.org/10.1023/A:1009082216524 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- dos Santos Sylvia Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut NATIONALLICENCE 700 1- Quignard Françoise Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut NATIONALLICENCE 700 1- Sinou Denis Laboratoire de Synthèse Asymétrique, CPE Lyon, Université, Cl. Bernard Lyon 1, 69622, Villeurbanne Cedex, France aut NATIONALLICENCE 700 1- Choplin Agnès Institut de Recherches sur la Catalyse-CNRS-UCBL, 2 avenue A. Einstein, 69626, Villeurbanne Cedex, France aut NATIONALLICENCE 773 0- Topics in Catalysis Kluwer Academic Publishers-Plenum Publishers 13/3(2000-08-01), 311-318 1022-5528 13:3<311 2000 13 11244 Metadata rights reserved Springer special CC-BY-NC licence nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-springer