Skip to Content
Merck
All Photos(3)

Key Documents

905607

Sigma-Aldrich

(R)-Tol-BINAP Pd G3

≥95%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C61H53NO3P2PdS
Molecular Weight:
1048.51
UNSPSC Code:
12161600
NACRES:
NA.22

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

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.

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Sorry, we don't have COAs for this product available online at this time.

If you need assistance, please contact Customer Support.

Already Own This Product?

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

Visit the Document Library

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.
Pd-Catalyzed Carbonylative Carboperfluoroalkylation of Alkynes. Through-Space 13C-19F Coupling as a Probe for Configuration Assignment of Fluoroalkyl-Substituted Olefins.
Domanski S, et al.
The Journal of Organic Chemistry, 82(15), 7998-8007 (2017)

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