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Key Documents

900287

Sigma-Aldrich

PCy3 Pd G4

Synonym(s):

(methanesulfonato-κO)[2′-(methylamino-κN)[1,1′-biphenyl]-2-yl-κC](tricyclohexylphosphine)-palladium

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About This Item

Empirical Formula (Hill Notation):
C32H48NO3PPdS
CAS Number:
Molecular Weight:
664.19
UNSPSC Code:
12161600
PubChem Substance ID:
NACRES:
NA.22

Assay

95%

Quality Level

form

powder

feature

generation 4

reaction suitability

reaction type: Buchwald-Hartwig Cross Coupling Reaction
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: Cross Couplings

mp

214-219 °C

functional group

phosphine

SMILES string

C[NH+]1C2=C(C3=C([Pd-2]1([P+](C4CCCCC4)(C5CCCCC5)C6CCCCC6)OS(C)(=O)=O)C=CC=C3)C=CC=C2

InChI

1S/C18H33P.C13H12N.CH4O3S.Pd/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;1-14-13-10-6-5-9-12(13)11-7-3-2-4-8-11;1-5(2,3)4;/h16-18H,1-15H2;2-7,9-10,14H,1H3;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

VGKOWIXQRLSMGH-UHFFFAOYSA-M

Application

A powerful ligand for classic cross-coupling reactions combined with the Buchwald Fourth Generation Palladacycle. Bench stable, soluble in most organic solvents.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3


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Articles

G3 and G4 Buchwald palladium precatalysts are the newest air, moisture, and thermally stable crossing-coupling complexes used in bond formation for their versatility and high reactivity.

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