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555142

Sigma-Aldrich

1-Diphenylphosphino-1′-(di-tert-butylphosphino)ferrocene

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Empirical Formula (Hill Notation):
C30H36FeP2
CAS Number:
95408-38-1
Molecular Weight:
514.40
MDL number:
MFCD03701526
UNSPSC Code:
12352005
PubChem Substance ID:
24879174
NACRES:
NA.22

form

solid

Quality Level

100

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
reaction type: Coupling Reactions

mp

75-79 °C (lit.)

functional group

phosphine

SMILES string

[Fe].CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.[CH]2[CH][CH][C]([CH]2)P(c3ccccc3)c4ccccc4

InChI

1S/C17H14P.C13H22P.Fe/c1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h1-14H;7-10H,1-6H3;

InChI key

GQIMIFFIUZZVMJ-UHFFFAOYSA-N

Related Categories

Application

  • Catalyst in microwave-assisted preparation of aryl-alkyl ethers via palladium-catalyzed Hiyama coupling of alkoxysilanes with aryl bromides or aryl chlorides
  • Ligand for catalytic isomerization of methylbutenenitrile via nickel systems
  • Ligand for ruthenium alkylidene complexes for catalysis of metathesis reactions and catalytic norbornene polymerization

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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Marvin Parasram et al.
Journal of the American Chemical Society, 136(52), 17926-17929 (2014-12-17)
A palladium (Pd)-catalyzed endo-selective Heck reaction of iodomethylsilyl ethers of phenols and aliphatic alkenols has been developed. Mechanistic studies reveal that this silyl methyl Heck reaction operates via a hybrid Pd-radical process and that the silicon atom is crucial for

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