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756741

Sigma-Aldrich

PCy3 Pd G2

95%

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C30H43ClNPPd
Numéro CAS:
1353658-81-7
Poids moléculaire :
590.52
Numéro MDL:
MFCD21363051
Code UNSPSC :
12161600
ID de substance PubChem :
329766615
Nomenclature NACRES :
NA.22

Niveau de qualité

100

Pureté

95%

Forme

solid

Caractéristiques

generation 2

Pertinence de la réaction

core: palladium
reagent type: catalyst
reaction type: Cross Couplings

Capacité de réaction

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

Pf

244-246 °C

Groupe fonctionnel

phosphine

Chaîne SMILES 

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

Clé InChI

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number
SHBN3134
SHBL6332
SHBH7560
SHBB9944
SHBB8461

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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)
Facile preparation of highly-functionalized, nitrogen-bearing diarylmethanes
Schmink JR and Tudge MT
Tetrahedron Letters, 54, 15-20 (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

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