Platinum complexes of rigid bidentate phosphine ligands in the hydroformylation of 1-octene

JI van der Vlugt, R van Duren, GD Batema, R den Heeten, A Meetsma, J Fraanje, K Goubitz, PCJ Kamer, PWNM van Leeuwen, D Vogt*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

41 Citations (Scopus)

Abstract

The synthesis of the two novel diphosphine compounds 1,2-bis(3-(diphenylphosphino)-4-methoxyphenyl)benzene (1; Terphos), and 1,2-bis(2-diphenylphosphino)benzene (2), both derived from a terphenyl backbone structure, are described. Straightforward synthetic routes have been employed to obtain these ligands in good yields from cheap starting materials. The coordination of ligands 1 and 2 with PtCl2(cod) has been studied by NMR spectroscopy, and the X-ray crystal structures of the resulting complexes 4 and 5 were determined. The P-31 NMR spectra of the mononuclear products demonstrate solely cis coordination for both bidentate ligands, with corresponding coupling constants J(Pt-P) of 3810 Hz (CiS-[PtCl2(1)], complex 4) and 3712 Hz (cis-[PtCl2(2)1, 5). The bite angles P-1-Pt-P-2 were 98.74 and 105.89 degrees, respectively, in the distorted square-planar complexes. The new diphosphines have been applied in the platinum/tin-catalyzed hydroformylation of 1-octene, and both ligands give active and selective platinum catalysts.

Original languageEnglish
Pages (from-to)5377-5382
Number of pages6
JournalOrganometallics
Volume24
Issue number22
DOIs
Publication statusPublished - 24-Oct-2005

Keywords

  • NUCLEAR MAGNETIC-RESONANCE
  • BITE ANGLE DIPHOSPHINES
  • BISPHENOL-A BACKBONES
  • CATALYTIC-SYSTEM
  • ASYMMETRIC HYDROFORMYLATION
  • LINEAR BUTENES
  • COORDINATION CHEMISTRY
  • SCATTERING FACTORS
  • CHIRAL LIGANDS
  • PHOSPHORUS

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