Phosphine containing dendrimers for highly regioselective rhodium catalysed hydroformylation of alkenes: a positive 'dendritic effect'

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Abstract

Diphenylphosphine functionalised polyhedral oligomeric silsesquioxane (POSS) dendrimers are used as ligands for the rhodium catalysed hydroformylation of oct-1-ene showing unexpectedly high regioselectivity to the linear aldehyde nonan-1-al (1: b = 14: 1). Comparative studies with the small molecule analogues, bis-diphenylphosphinopentane, Me2Si[CH2CH2PPh2](2) and Si[CH2CH2PPh2](4), clearly confirm the unusual selectivity of these bidentate dendritic ligands and show that a 'positive dendritic effect' occurs. This high selectivity is obtained with only one structure within the 1st and 2nd generation dendrimer (spacer of five atoms between the phosphorus atoms, and carbon-silicon linkage) whilst other frameworks (spacer of three and seven atoms between the P atoms, or carbon-oxygen silicon linkage) lead to lower selectivity.

Original languageEnglish
Pages (from-to)4323-4334
Number of pages12
JournalJournal of the Chemical Society, Dalton Transactions
Volume2002
Issue number23
DOIs
Publication statusPublished - Jan 2002

Keywords

  • FUNCTIONALIZED CARBOSILANE DENDRIMERS
  • MEMBRANE REACTOR
  • BITE ANGLE
  • IN-SITU
  • LIGANDS
  • COMPLEXES
  • STYRENE
  • COOPERATIVITY
  • HYDROGENATION
  • CHEMISTRY

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