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Merck
CN

675784

1,2,3,4,5-Pentaphenyl-1′-(di-tert-butylphosphino)ferrocene

Synonym(s):

QPhos

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About This Item

Linear Formula:
[(C6H5)5C5]Fe[C5H4(P(C4H9)2)]
CAS Number:
Molecular Weight:
710.71
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
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Quality Level

reaction suitability

reagent type: ligand
reaction type: Arylations, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling

mp

211-219 °C

functional group

phosphine

SMILES string

[Fe].CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.c2ccc(cc2)[C]3[C]([C]([C]([C]3c4ccccc4)c5ccccc5)c6ccccc6)c7ccccc7

InChI

1S/C35H25.C13H22P.Fe/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;/h1-25H;7-10H,1-6H3;

InChI key

YOQRDWPCPFCDLP-UHFFFAOYSA-N

Application

Sterically hindered phosphine with broad application in a variety of palladium-catalyzed amination and etherification reactions of aryl chlorides.

Legal Information

Sold in collaboration with Johnson Matthey Catalyst for research purposes only. US6562989 B2 and any patents arising therefrom apply.


Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves



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Articles

Discover AdQPhos and its Pd pre-catalysts for selective α-arylation of diverse nucleophiles under mild aqueous conditions without hazardous solvents.

Q-Phos ligand by Professor Hartwig enables diverse C-N, C-O, and C-C bondforming reactions in coupling reactions.

Related Content

Professor Hartwig's research focuses on the discovery and understanding of new reactions catalyzed by transition metal complexes.

Phosphine Ligand Application Guide


Takuo Hama et al.
Journal of the American Chemical Society, 128(15), 4976-4985 (2006-04-13)
The intermolecular alpha-arylation and vinylation of amides by palladium-catalyzed coupling of aryl bromides and vinyl bromides with zinc enolates of amides is reported. Reactions of three different types of zinc enolates have been developed. The reactions of aryl halides occur



Global Trade Item Number

SKUGTIN
675784-100MG04061833549643
675784-500MG04061832742694