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Sigma-Aldrich

Dichlorobis(di-tert-butylphenylphosphine)palladium(II)

95%

Synonym(s):

(SP-4-1)-Bis[bis(1,1-dimethylethyl)phenylphosphine]dichloropalladium, trans-Dichlorobis(di-tert-butylphenylphosphine)palladium, trans-Dichlorobis(di-tert-butylphenylphosphine)palladium(II)

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About This Item

Empirical Formula (Hill Notation):
C28H46Cl2P2Pd
CAS Number:
34409-44-4
Molecular Weight:
621.94
MDL number:
MFCD09953450
UNSPSC Code:
12161600
PubChem Substance ID:
329767356
NACRES:
NA.22

Assay

95%

form

solid

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

260-264 °C (decomposition)

SMILES string

Cl[Pd]Cl.CC(C)(C)P(c1ccccc1)C(C)(C)C.CC(C)(C)P(c2ccccc2)C(C)(C)C

InChI

1S/2C14H23P.2ClH.Pd/c2*1-13(2,3)15(14(4,5)6)12-10-8-7-9-11-12;;;/h2*7-11H,1-6H3;2*1H;/q;;;;+2/p-2

InChI key

QNNRAWADYXIGHE-UHFFFAOYSA-L

Related Categories

Application

Effective catalyst for cross-coupling reactions.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Xavier Guinchard et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 15(23), 5793-5798 (2009-04-28)
We describe the preparation of a series of new potassium trifluoroborates 1 and the study of their behaviour in a Pd(0)-catalyzed cross-coupling reaction. We found that compounds 1 are endowed with original properties as they behave as nucleophilic cross-coupling partners
Anil S Guram et al.
Organic letters, 8(9), 1787-1789 (2006-04-21)
[reaction: see text] New air-stable PdCl(2){P(t)Bu(2)(p-R-Ph)}(2) (R = H, NMe(2), CF(3),) complexes represent simple, general, and efficient catalysts for the Suzuki-Miyaura cross-coupling reactions of aryl halides including five-membered heteroaryl halides and heteroatom-substituted six-membered heteroaryl chlorides with a diverse range of
Anil S Guram et al.
The Journal of organic chemistry, 72(14), 5104-5112 (2007-06-07)
The new air-stable PdCl2[PR2(Ph-R')]2 complexes, readily prepared from commercial reagents, exhibit unique efficiency as catalysts for the Suzuki-Miyaura coupling reactions of a variety of heteroatom-substituted heteroaryl chlorides with a diverse range of aryl/heteroaryl boronic acids. The coupling reactions catalyzed by

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