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Sigma-Aldrich

Bis(tricyclohexylphosphine)palladium(0)

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Synonym(s):
Pd(PCy3)2
Empirical Formula (Hill Notation):
C36H66P2Pd
CAS Number:
33309-88-5
Molecular Weight:
667.28
MDL number:
MFCD01073796
UNSPSC Code:
12352300
PubChem Substance ID:
329765126
NACRES:
NA.22

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

87-92 °C

storage temp.

2-8°C

SMILES string

[Pd].C1CCC(CC1)P(C2CCCCC2)C3CCCCC3.C4CCC(CC4)P(C5CCCCC5)C6CCCCC6

InChI

1S/2C18H33P.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h2*16-18H,1-15H2;

InChI key

JGBZTJWQMWZVNX-UHFFFAOYSA-N

Application

Bis(tricyclohexylphosphine)palladium(0) [Pd(PCy3)2] is a general palladium precatalyst that can be used to catalyze various reactions such as thioesterification of alkynes, alumination of unactivated arenes, direct arylation polycondensation and intramolecular alkane arylation adjacent to amides and sulfonamides.

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Direct arylation polycondensation for synthesis of optoelectronic materials.
Kuwabara J.
Polymer Journal (2018)
Investigation of the mechanism of C (sp3)? H bond cleavage in Pd (0)-catalyzed intramolecular alkane arylation adjacent to amides and sulfonamides.
Rousseaux S, et al.
Journal of the American Chemical Society, 132(31), 10692-10705 (2010)
Palladium-catalyzed thioesterification of alkynes with O-methyl S-phenyl thiocarbonate.
Hua R, et al.
Journal of the American Chemical Society, 123(12), 2899-2900 (2001)
Room temperature catalytic carbon?hydrogen bond alumination of unactivated arenes: mechanism and selectivity.
Hooper T, et al.
Chemical Science, 9, 5435-5440 (2018)

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