All Photos(4)

177261

Sigma-Aldrich

DPPF

greener alternative

97%

Synonym(s):
1,1′-Ferrocenediyl-bis(diphenylphosphine), dppf
Empirical Formula (Hill Notation):
C34H28FeP2
CAS Number:
Molecular Weight:
554.38
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

97%

reaction suitability

reagent type: catalyst
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.

mp

181-182 °C (dec.) (lit.)

functional group

phosphine

greener alternative category

Aligned

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

Looking for similar products? Visit Product Comparison Guide

General description

Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation.
We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

Application

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
Ligand used in a Pd(II)-catalyzed cross-coupling synthesis of oxazepine ring systems.

Packaging

1, 10, 25 g in glass bottle

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

Wolfe, J. P.; Buchwald, S. L.
Journal of the American Chemical Society, 119, 6054-6054 (1997)
Anastasia, L.; Dumond, Y. R.; Negishi, E.
European Journal of Organic Chemistry, 3039-3039 (2001)
Alejandro Pérez Luna et al.
Organic letters, 5(25), 4771-4774 (2003-12-05)
The diastereoselective synthesis of hydrazinocyclopentenes 6 or 7 can be achieved in a straightforward manner from Diels-Alder adduct 4 using an acid-catalyzed rearrangement or a palladium-catalyzed allylic substitution reaction. In the latter case, enantioenriched compounds with ee values up to...
Driver, M. S.; Hartwig, J. F.
Journal of the American Chemical Society, 118, 7217-7217 (1996)
Palucki, M.;Wolfe, J. P.; Buchwald, S.-L.
Journal of the American Chemical Society, 118, 10333-10333 (1996)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service