Methoxycarbonylation of Styrene to Methyl Arylpropanoates Catalyzed by Palladium(II) Precursors with 1,1’-Bis(diphenylphosphino)metallocenes (Articolo in rivista)

Type
Label
  • Methoxycarbonylation of Styrene to Methyl Arylpropanoates Catalyzed by Palladium(II) Precursors with 1,1’-Bis(diphenylphosphino)metallocenes (Articolo in rivista) (literal)
Anno
  • 2004-01-01T00:00:00+01:00 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#doi
  • 10.1016/j.molcata.2004.06.029 (literal)
Alternative label
  • Bianchini, Claudio; Meli, Andrea; Oberhauser, Werner; Parisel, Sebastien; Gusev, Oleg V.; Kal’sin, Alexander M.; Vologdin, Nikolai V.; Dolgushin, Fedor M. (2004)
    Methoxycarbonylation of Styrene to Methyl Arylpropanoates Catalyzed by Palladium(II) Precursors with 1,1’-Bis(diphenylphosphino)metallocenes
    in Journal of molecular catalysis. A, Chemical (Online)
    (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#autori
  • Bianchini, Claudio; Meli, Andrea; Oberhauser, Werner; Parisel, Sebastien; Gusev, Oleg V.; Kal’sin, Alexander M.; Vologdin, Nikolai V.; Dolgushin, Fedor M. (literal)
Pagina inizio
  • 35 (literal)
Pagina fine
  • 49 (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#numeroVolume
  • 224 (literal)
Rivista
Note
  • ISI Web of Science (WOS) (literal)
Http://www.cnr.it/ontology/cnr/pubblicazioni.owl#affiliazioni
  • ICCOM-CNR Nesmeyanov Institute of Organoelement Compounds of the Russian Academy of Sciences, Vavilov, 119991 Moscow, Russia (literal)
Titolo
  • Methoxycarbonylation of Styrene to Methyl Arylpropanoates Catalyzed by Palladium(II) Precursors with 1,1’-Bis(diphenylphosphino)metallocenes (literal)
Abstract
  • Palladium(II) complexes with 1,1?-bis(diphenylphosphino)ferrocene (dppf), 1,1?-bis(diphenylphosphino)octamethylferrocene (dppomf), 1,1?-bis(diphenylphosphino)ruthenocene (dppr) and 1,1?-bis(diphenylphosphino)osmocene (dppo) have been synthesized and used to catalyze the methoxycarbonylation of styrene. Irrespective of the precursor, all the reactions gave methyl phenylpropanoates with prevalence of the linear isomer methyl 3-phenylpropanoate (up to 85% regioselectivity). The highest turnover frequency was obtained with the dppr precursor in the presence of p-toluenesulphonic acid co-catalyst (334 mol of styrene converted (mol of catalyst h)-1). A reaction mechanism accounting for both activity and selectivity has been proposed on the basis of operando high-pressure NMR experiments and reactions with model compounds. (literal)
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