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Merck
CN

177261

DPPF

greener alternative

97%, powder

Synonym(s):

1,1′-Ferrocenediyl-bis(diphenylphosphine), dppf

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About This Item

Empirical Formula (Hill Notation):
C34H28FeP2
CAS Number:
Molecular Weight:
554.38
UNSPSC Code:
12350000
PubChem Substance ID:
NACRES:
NA.22
MDL number:
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Product Name

DPPF, 97%

Quality Level

assay

97%

form

powder

reaction suitability

reaction type: Cross Couplings, reagent type: ligand
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reagent type: ligand
reaction type: Carbonylations, reagent type: ligand
reaction type: Ene Reaction, reagent type: ligand
reaction type: Heck Reaction, reagent type: ligand
reaction type: Negishi Coupling, reagent type: ligand
reaction type: Sonogashira Coupling, reagent type: ligand
reaction type: Stille Coupling, reagent type: ligand
reaction type: Suzuki-Miyaura Coupling, reagent type: ligand
reaction type: Tsuji-Trost Reaction

greener alternative product characteristics

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

181-182 °C (dec.) (lit.)

functional group

phosphine

greener alternative category

SMILES string

[Fe].[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.Fe/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;

InChI key

HPXNTHKXCYMIJL-UHFFFAOYSA-N

General description

Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.
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Application

Ligand used in a Pd(II)-catalyzed cross-coupling synthesis of oxazepine ring systems.
Ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing.

Ruthenium-Catalyzed N-Alkylation of Amines and Sulfonamides Using Borrowing Hydrogen Methodology


Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Related Content

Phosphine Ligand Application Guide


Tanimori, Shinji; et al.
Synthesis, 5, 865-869 (2006)
Wolfe, J. P.; Buchwald, S. L.
Journal of the American Chemical Society, 119, 6054-6054 (1997)
Lera et al.
Organic letters, 2(24), 3873-3875 (2000-12-02)
A method for the palladium-catalyzed synthesis of alkynylphosphonates from 1,1-dibromo-1-alkenes has been developed. In general, the best catalyst system for this transformation was found to be Pd(OAc)(2), dppf, H-phosphonate, propylene oxide, DMF, 80 degrees C. The reaction appears tolerant of



Global Trade Item Number

SKUGTIN
177261-25G04061833544839
177261-10G04061838753182
177261-1G04061838753199
177261-250G04061833472729