Platinum-alkyl-B(C6F5)3 (or BF3) 'in situ' systems as tin(II) halide-free enantioselective hydroformylation catalysts

László Jánosi, T. Kégl, L. Kollár

Research output: Contribution to journalArticle

15 Citations (Scopus)

Abstract

The dialkyl/diaryl-platinum complexes (Pt(CH3)2(bdpp); PtPh2(bdpp) and Pt(2-Thioph)2(bdpp), where bdpp stands for (2S,4S)-2,4-bis(diphenylphosphino)pentane) were reacted either with B(C6F5)3, BPh3 or BF3. In the presence of PPh3 or carbon monoxide cationic species with a general formulae [PtR(L)(bdpp)]+ (L = PPh3, CO) were formed exclusively. The ability of boron additives to provide vacant coordination site at the platinum made these systems suitable as hydroformylation catalysts. Enantioselective hydroformylation of styrene was carried out in the presence of in situ catalysts formed from Pt(alkyl/aryl)2(bdpp) and B(C6F5)3 or BF3. Moderate e.e-s depending strongly on the structure of the catalytic precursor have been obtained. DFT/PCM calculations reveal an SN2-type reaction mechanism for the alkyl/aryl ligand abstraction with a notably lower activation barrier for BF3.

Original languageEnglish
Pages (from-to)1127-1135
Number of pages9
JournalJournal of Organometallic Chemistry
Volume693
Issue number6
DOIs
Publication statusPublished - Mar 15 2008

Keywords

  • Boron trifluoride
  • Enantioselective hydroformylation
  • Platinum-methyl complexes
  • Triarylborane

ASJC Scopus subject areas

  • Biochemistry
  • Inorganic Chemistry
  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Materials Chemistry
  • Materials Science (miscellaneous)
  • Chemical Engineering (miscellaneous)

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