Skip to Content
Merck
CN

697230

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II)

powder

Synonym(s):

Pd(dppf)Cl2

Sign In to View Organizational & Contract Pricing.

Select a Size

Change View

About This Item

Linear Formula:
(C17H14P)2Fe · PdCl2
CAS Number:
Molecular Weight:
731.70
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12161600
EC Number:
460-040-3
MDL number:
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist


Product Name

[1,1′-Bis(diphenylphosphino)ferrocene]dichloropalladium(II),

form

powder

Quality Level

reaction suitability

core: palladium, reaction type: Cross Couplings, 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: catalyst
reaction type: Buchwald-Hartwig Cross Coupling Reaction

mp

266-283 °C (lit.)

SMILES string

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

InChI

1S/2C17H14P.2ClH.Fe.Pd/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;2*1H;;/q;;;;;+2/p-2

InChI key

JCWIWBWXCVGEAN-UHFFFAOYSA-L

Application

Pd(dppf)Cl2 may be used as an effective palladium catalyst in the following reactions:
  • Cross-coupling of sec-alkyl and n-alkyl Grignard reagents with high yield and selectivity.
  • Suzuki coupling of aryl boronic esters with [11C]methyl iodide to form functionalized [11C]toluene derivatives.
  • Kumada cross-coupling of 1,3,5-tribromobenzene with Grignard reagents to form star-shaped oligothiophenes.
For small scale and high throughput uses, product is also available as ChemBeads (919780)
Catalyst for C-C and C-N coupling reaction.


Still not finding the right product?


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library


Articles

Tandem hydroboration Suzuki Coupling both intermolecular and intramolecular gave diverse alkyl substituted products dppf


Palladium-catalysed cyclisation of N-alkynyl aminomalonates.
Wilfried Hess et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(41), 12303-12306 (2010-09-15)
Shunsuke Chiba et al.
Journal of the American Chemical Society, 131(36), 12886-12887 (2009-08-25)
A Pd(II)-catalyzed ring expansion-reaction of cyclic 2-azidoalcohol derivatives was found to proceed via an unprecedented C-C bond cleavage-C-N bond formation sequence, providing substituted azaheterocycles.
Electrophilic activation of benzaldehydes through ortho palladation: one-pot synthesis of 3-methylene-indan-1-ols through a domino allylstannylation/Heck reaction under neutral conditions.
Ján Cvengros et al.
Angewandte Chemie (International ed. in English), 48(33), 6148-6151 (2009-07-11)



Global Trade Item Number

SKUGTIN
697230-5G04061832786308
697230-1G04061832786131
697230-250G04061833550946
697230-25G04065271068131