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804967

Sigma-Aldrich

rac-BINAP-Pd-G3

95%

Sinónimos:

[2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC][[2′-(diphenylphosphino)[1,1′-binaphthalen]-2-yl]diphenylphosphine-κP](methanesulfonato-κO)- palladium 

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About This Item

Fórmula empírica (notación de Hill):
C57H45NO3P2PdS
Número de CAS:
2151915-22-7
Peso molecular:
992.40
Número MDL:
MFCD28144629
Código UNSPSC:
12161600
ID de la sustancia en PubChem:
329768912
NACRES:
NA.22

Nivel de calidad

100

Ensayo

95%

Formulario

solid

Características

generation 3

idoneidad de la reacción

core: palladium
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

175-180 °C

grupo funcional

phosphine

cadena SMILES

CS(O[Pd-2]1([P+](C2=CC=CC=C2)(C3=CC=CC=C3)C4=C(C5=C6C(C=CC=C6)=CC=C5P(C7=CC=CC=C7)C8=CC=CC=C8)C9=CC=CC=C9C=C4)C%10=C(C%11=C([NH2+]1)C=CC=C%11)C=CC=C%10)(=O)=O

InChI

1S/C44H32P2.C12H10N.CH4O3S.Pd/c1-5-19-35(20-6-1)45(36-21-7-2-8-22-36)41-31-29-33-17-13-15-27-39(33)43(41)44-40-28-16-14-18-34(40)30-32-42(44)46(37-23-9-3-10-24-37)38-25-11-4-12-26-38;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h1-32H;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

Clave InChI

BVYJEOTVUJMCBM-UHFFFAOYSA-M

Categorías relacionadas

Descripción general

rac-BINAP-Pd-G3 is a third generation (G3) Buchwald precatalyst. t is air, moisture and thermally-stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. rac-BINAP-Pd-G3 is an excellent reagent for palladium catalyzed cross-coupling reactions. Some of its unique features include lower catalyst loadings, shorter reaction time, efficient formation of the active catalytic species and accurate control of ligand: palladium ratio. It

Aplicación

Pd precatalyst for cross-coupling

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

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Certificados de análisis (COA)

Lot/Batch Number
0000214575
0000214575
SHBP3853
SHBN6588
SHBM2859

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Artículos

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

Scale-Up Guide: Buchwald-Hartwig Amination

Preformed catalysts in the kit are stable but become air-sensitive when activated; Schlenk technique aids scale-up.

Ver todo

Contenido relacionado

Buchwald Group – Professor Product Portal

The Buchwald group has developed a series of highly active and versatile palladium precatalysts and biarylphosphine ligands used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. The ligands are electron-rich, and highly tunable to provide catalyst systems with a diverse scope, high stability and reactivity. Furthermore, the new series of precatalysts are air-, moisture and thermally-stable and display good solubility in common organic solvents. The use of precatalysts ensures the efficient generation of the active catalytic species and allows one to accurately adjust the ligand:palladium ratio. The ligands, precatalysts and methodology developed in the Buchwald group are user friendly and have rendered previously difficult cross couplings reactions, much easier to achieve.

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