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44696 Sigma-Aldrich

2-(Dimethylaminomethyl)ferrocen-1-yl-palladium(II) chloride Dinorbornylphosphine Complex

≥97.0% (C)

Synonym: Chloro-2-(dimethylaminomethyl)-ferrocen-1-yl-(dinorbornylphosphine)palladium, SK-CC02-A

  • CAS Number 614753-51-4

  • Empirical Formula (Hill Notation) C27H39ClFeNPPd

  • Molecular Weight 606.30

  •  MDL number MFCD05861622

  •  PubChem Substance ID 57650238

  •  NACRES NA.22

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Properties

Related Categories Catalysis and Inorganic Chemistry, Chemical Synthesis, Homogeneous Pd Catalysts, Other Palladacycle Coupling Catalysts, Palladium Catalysts More...
Quality Level   100
assay   ≥97.0% (C)
reaction suitability   core: palladium
  reaction type: Buchwald-Hartwig Cross Coupling Reaction
  reaction type: Heck Reaction
  reaction type: Hiyama Coupling
  reaction type: Negishi Coupling
  reaction type: Sonogashira Coupling
  reaction type: Stille Coupling
  reaction type: Suzuki-Miyaura Coupling
  reagent type: catalyst
mp   ~156 °C (dec.)
  ~156 °C
SMILES string   [Fe].[CH]1[CH][CH][CH][CH]1.CN(C)C[C]2[CH][CH][CH][C]2[Pd]Cl.[H][C@]34CC[C@]([H])(C3)C(C4)PC5C[C@]6([H])CC[C@@]5([H])C6
InChI   1S/C14H23P.C8H11N.C5H5.ClH.Fe.Pd/c1-3-11-5-9(1)7-13(11)15-14-8-10-2-4-12(14)6-10;1-9(2)7-8-5-3-4-6-8;1-2-4-5-3-1;;;/h9-15H,1-8H2;3-5H,7H2,1-2H3;1-5H;1H;;/q;;;;;+1/p-1/t9-,10+,11+,12-,13?,14?;;;;;
InChI key   WLPBCKROBGAVNZ-HHYUVNRKSA-M

Description

General description

sold in collaboration with Solvias AG

Packaging

1 g in glass bottle

250 mg in glass bottle

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

Catalyst for CN and CC coupling, especially Buchwald-Hartwig Amination; Heck and Suzuki coupling reactions are also possible. The catalyst is stable to air

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable
Protocols & Articles

Articles

Nájera Catalysts

Oxime-derived palladacycles 3 and 4 (Figure 2) introduced by Professor Carmen Nájera and co-workers at the Universidad de Alicante (Alicante, Spain) are very efficient phosphine-free precatalysts for...
Aldrich ChemFiles 2007, 7.5, 6.
Keywords: Chemfiles, Coupling reactions, Metallations, Solvents

Palladacycle Coupling Catalysts

Palladacyclic catalysts developed by Bedford’s group are examples of a select group of catalysts capable of affecting a variety of coupling reactions using difficult to activate aryl chlorides at ver...
William Sommer
ChemFiles 2007, 7.10, 17.
Keywords: Aminations, Catalysis, Coupling reactions, Ligands, Solvents, Stille coupling, Suzuki coupling

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