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Merck
CN

701998

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

98%, powder

Synonym(s):

PdCl2(dcypf)

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About This Item

Empirical Formula (Hill Notation):
C34H52Cl2FeP2Pd
CAS Number:
917511-90-1
Molecular Weight:
755.90
UNSPSC Code:
12161600
PubChem Substance ID:
329762337
NACRES:
NA.22
MDL number:
MFCD11656081

Key Documents

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Product Name

[1,1′-Bis(di-cyclohexylphosphino)ferrocene]dichloropalladium(II), 98%

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/2C17H26P.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*7-8,13-16H,1-6,9-12H2;2*1H;;/q;;;;;+2/p-2

InChI key

HRAMBTUEZQOQRK-UHFFFAOYSA-L

assay

98%

form

powder

reaction suitability

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

mp

294-300 °C

storage temp.

−20°C

Quality Level

100

Related Categories

Application

1,1′-Bis(di-cyclohexylphosphino)ferrocene]dichloropalladium(II) or (Pd(dcpf)Cl2) can be used as a catalyst in the synthesis of:
  • α, β-unsaturated amides by hydroaminocarbonylation of alkynes with tertiary amines.
  • Quinazoline derivatives via Suzuki-Miyaura coupling reaction between of quinazolines containing unprotected NH2 group and arylboronic acids.
  • α-aryl carbonyl compounds by α-arylation of ketones with aryl chlorides and aryl bromides.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCZ7699
MKCW2770
STBL0166
STBJ4304
STBH9830

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Suzuki-Miyaura coupling of quinazolines containing an unprotected NH2 group: Synthesis and biological testing of quinazoline derivatives
Pulipati Y, et al.
Synthetic Communications, 47(12), 1142-1150 (2017)
Palladium-catalyzed hydroaminocarbonylation of alkynes with tertiary amines via C-N bond cleavage
Gao, Bao and Huang, Hanmin
Organic Letters, 19(22), 6260-6263 (2017)
A highly practical and general route for α-arylations of ketones using Bis-phosphinoferrocene-based palladium catalysts
Grasa GA and Colacot TJ
Organic Process Research & Development, 12(3), 522-529 (2008)

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