(1,1'-Bis(diphenylphosphino)ferrocene)palladium(II) dichloride

Chemical compound From Wikipedia, the free encyclopedia

[1,1'‑Bis(diphenylphosphino)ferrocene]palladium(II) dichloride is a palladium complex containing the bidentate ligand 1,1'-bis(diphenylphosphino)ferrocene (dppf), abbreviated as [(dppf)PdCl2]. This commercially available material can be prepared by reacting dppf with a suitable nitrile complex of palladium dichloride:[1]

dppf + PdCl2(RCN)2 â†’ (dppf)PdCl2 + 2 RCN (RCN = CH3CN or C6H5CN)
Quick facts Names, Identifiers ...
[1,1'-Bis(diphenylphosphino)ferrocene]­palladium(II) dichloride
Names
IUPAC name
Dichlorido[(ferrocene-1,1′-diyl)bis(diphenylphosphane-κP)]palladium
Other names
[1,1'-Bis(diphenylphosphino)ferrocene-κ2P,P']dichloropalladium(II)
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.106.747 Edit this at Wikidata
EC Number
  • 615-748-9
  • InChI=1S/2C17H14P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-14H;2*1H;;/q;;;;;+2/p-2 checkY
    Key: JCWIWBWXCVGEAN-UHFFFAOYSA-L checkY
  • [CH-]1C=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3.[CH-]1C=CC=C1P(C2=CC=CC=C2)C3=CC=CC=C3.Cl[Pd]Cl.[Fe+2]
Properties
C34H28Cl2FeP2Pd
Molar mass 731.71 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 Â°C [77 Â°F], 100 kPa).
☒N verify (what is checkY☒N ?)
Close

A mechanochemical approach for the synthesis of this compound has also recently been reported. The method involves the direct use of PdCl2 with the exact amount of dppf, obtaining the final complex in 60 minutes.[2]

The compound is popularly used for palladium-catalyzed coupling reactions,[3][4] such as the Buchwald–Hartwig amination[5] and the reductive homocoupling of aryl halides.[6]

Examples of Buchwald-Hartwig aminations using second generation catalysts including [(dppf)PdCl2]

References

Related Articles

Wikiwand AI