Skip to Content
Merck
All Photos(1)

Documents

756741

Sigma-Aldrich

PCy3 Pd G2

95%

Synonym(s):

Chloro[(tricyclohexylphosphine)-2-(2′-aminobiphenyl)]palladium(II), Tricyclohexylphosphine Pd G2

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C30H43ClNPPd
CAS Number:
1353658-81-7
Molecular Weight:
590.52
MDL number:
MFCD21363051
UNSPSC Code:
12161600
PubChem Substance ID:
329766615
NACRES:
NA.22

Assay

95%

form

solid

feature

generation 2

reaction suitability

core: palladium
reaction type: Buchwald-Hartwig Cross Coupling Reaction
reaction type: C-H Activation
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

244-246 °C

functional group

phosphine

SMILES string

NC1=C(C2=C([Pd]Cl)C=CC=C2)C=CC=C1.C3(CCCCC3)P(C4CCCCC4)C5CCCCC5

InChI

1S/C18H33P.C12H10N.ClH.Pd/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;;/h16-18H,1-15H2;1-6,8-9H,13H2;1H;/q;;;+1/p-1

InChI key

CYJRABDADOSMKA-UHFFFAOYSA-M

Application

PCy3 Pd G2 is a monophosphine-coordinated 2-phenylaniline-based palladacycle complex that can be used as a precatalyst:
  • To prepare diarylmethanes by Suzuki cross-coupling reaction with heterocyclic-chloromethyl derivatives with aryl/heteroaryl boronic acids.
  • To synthesize poly(arylene)s by the Suzuki cross-coupling polymerization reaction between aryl dihalides and aryldiboronic acids.
  • In the C-H bond functionalization reactions.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Serge I Gorelsky et al.
The Journal of organic chemistry, 77(1), 658-668 (2011-12-14)
A comprehensive understanding of the C-H bond cleavage step by the concerted metalation-deprotonation (CMD) pathway is important in further development of cross-coupling reactions using different catalysts. Distortion-interaction analysis of the C-H bond cleavage over a wide range of (hetero)aromatics has
Facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes
Schmink JR and Tudge MT
Tetrahedron Letters, 54, 15-20 (2013)
t-Bu3P-coordinated 2-phenylaniline-based palladacycle complex as a precatalyst for the Suzuki cross-coupling polymerization of aryl dibromides with aryldiboronic acids
Zhang Hong-Hai, et al.
ACS Macro Letters, 2, 10-13 (2013)

Articles

2nd Generation Buchwald Precatalysts

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

2nd Generation Buchwald Precatalysts

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

2nd Generation Buchwald Precatalysts

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

2nd Generation Buchwald Precatalysts

Buchwald precatalysts and ligands are bulky electron-rich dialkylbiaryl phospine-based catalysts and structurally related ligands that improve reactivity in Pd-catalyzed cross - coupling reactions

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service