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905607

(R)-Tol-BINAP Pd G3

Name: (<I>R</I>)-Tol-BINAP Pd G3
Brand: ALDRICH

≥95%, powder or crystals

Synonyme(s) :

(R)-Tol-BINAP G3 palladacycle, (R)-Tol-BINAP palladacycle

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A propos de cet article

Formule empirique (notation de Hill) :

C₆₁H₅₃NO₃P₂PdS

Poids moléculaire :

1048.51

UNSPSC Code:

12161600

NACRES:

NA.22

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Propriétés

Nom du produit

(R)-Tol-BINAP Pd G3, ≥95%

product line

Buchwald precatalyst Generation 3

assay

≥95%

form

powder or crystals

feature

generation 3

reaction suitability

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

>300 °C

functional group

phosphine

SMILES string

PC1=CC=C2C(C=CC=C2)=C1C3=C(C)C=CC4=C3C=CC=C4.NC(C=CC=C5)=C5C6=C([Pd]OS(C)(=O)=O)C=CC=C6.[Tol2].[Tol2].P

Description

General description

(R)-Tol-BINAP Pd G3 is a third generation (G3) Buchwald precatalyst. It is air, moisture and thermally stable and is highly soluble in a wide range of common organic solvents. It has long life in solutions. Qphos 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.

Application

(R)-Tol-BINAP Pd G3 can be used in the stereoselective synthesis of perfluoroalkyl-substituted enones by reacting four components, alkynes, iodoperfluoroalkanes, (hetero)arylboronic acids, and carbon monoxide.

Other Notes

Pd-Catalyzed Carbonylative Carboperfluoroalkylation of Alkynes. Through-Space 13C–19F Coupling as a Probe for Configuration Assignment of Fluoroalkyl-Substituted Olefins

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Pd-Catalyzed Carbonylative Carboperfluoroalkylation of Alkynes. Through-Space 13C-19F Coupling as a Probe for Configuration Assignment of Fluoroalkyl-Substituted Olefins.

Sylwester Domański et al.

The Journal of organic chemistry, 82(15), 7998-8007 (2017-07-06)

A four-component Pd-catalyzed protocol for direct synthesis of perfluoroalkyl-substituted enones is reported. Under mild conditions and low catalyst loading, alkynes, iodoperfluoroalkanes, (hetero)arylboronic acids, and carbon monoxide are assembled into highly elaborate products with good yields and excellent regio- and stereoselectivities.