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Diastereoselective formation of ruthenium-isocyanide and -acetylide complexes with planar-chiral cyclopentadienyl-phosphine ligands

Organometallics, ISSN: 0276-7333, Vol: 24, Issue: 11, Page: 2747-2754
2005
  • 24
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  • Citations
    24
    • Citation Indexes
      24
  • Captures
    6

Article Description

The reaction of ruthenium complexes [(η:η- 2-Me-4-R-CHCOCHCH PPh)Ru(PR′)(NCMe)] [PF] (R = Me, Ph, Bu; R′ = Ph, Me, OPh) possessing planar-chiral cyclopentadienylphosphine ligands with tert-butyl isocyanide resulted in the diastereoselective formation of ruthenium-isocyanide complexes (up to >99% de) under kinetic control. The reaction with phenylacetylene followed by treatment with alumina gave acetylide complexes diastereoselectively (up to >99% de). The configuration of the products was determined by X-ray analyses as well as NOE measurements. In both reactions, the stereochemistry of the ruthenium atom in the substrate did not influence the diastereoselectivity of the products, although the substituent on the cyclopentadienyl ring and the phosphorus ligands on the ruthenium atom showed steric effects on the selectivity. © 2005 American Chemical Society.

Bibliographic Details

Yuji Matsushima; Kiyotaka Onitsuka; Shigetoshi Takahashi

American Chemical Society (ACS)

Chemistry

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