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756741

Sigma-Aldrich

PCy3 Pd G2

95%

Synonym(s):

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

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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

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL6332
SHBH7560
SHBB9944
SHBB8461

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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

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