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567159

Sigma-Aldrich

1,1′-Bis(phenylphosphinidene)ferrocene

97%

Synonym(s):

1,1′-(Ferrocenediyl)phenylphosphine

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About This Item

Linear Formula:
C5H4PC6H5C5H4Fe
CAS Number:
Molecular Weight:
292.09
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

reaction suitability

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: ligand

mp

88-92 °C (lit.)

functional group

phosphine

storage temp.

2-8°C

SMILES string

[Fe].[CH]1[CH][CH][C]([CH]1)P([C]2[CH][CH][CH][CH]2)c3ccccc3

InChI

1S/C16H13P.Fe/c1-2-8-14(9-3-1)17(15-10-4-5-11-15)16-12-6-7-13-16;/h1-13H;

InChI key

HKOUDNXXOXEYNZ-UHFFFAOYSA-N

Application

Reactant for:
  • Preparation of macrocyclic tridentate ferrocenylphosphine ligands
  • Preparation of phosphorus-bridged ferrocenophane with syn and anti conformations
  • Reaction with phenyllithium and chlorophosphine to give ferrocenediyl ligand and its rhodium complex catalyst for selective hydroformylation of alkenes
  • Ring-opening reactions via ring slippage
  • Preparation of palladium chloro (ferrocene-bridged)phosphine-phosphonite complex for catalysis of Heck reaction of iodobenzene with Me acrylate

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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