903027

QPhos Pd G3

• Synonym(s): QPhos G3 Palladacycle, QPhos Palladacycle, [2′-(Amino-κN)[1,1′-biphenyl]-2-yl-κC][1′-[bis(1,1-dimethylethyl)phosphino]-1,2,3,4,5-pentaphenylferrocene](methanesulfonato-κO)palladium
• Empirical Formula (Hill Notation): C₆₁H₆₀FeNO₃PPdS
• CAS Number: 2021255-91-2
• Molecular Weight: 1080.44
• MDL number: MFCD12911997
• UNSPSC Code: 12161600
• NACRES: NA.22

Properties

• form: powder
• 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
• functional group: phosphine
• SMILES string: O=S(=O)([O-][Pd+2]1([C-]=2C=CC=CC2C=3C=CC=CC3[NH2]1)[P](C(C)(C)C)(C(C)(C)C)[C-]45[CH]6=[CH]7[CH]8=[CH]4[Fe+2]7869%10%11%125C=%13(C=%14C=CC=CC%14)C%12(C=%15C=CC=CC%15)=C%11(C=%16C=CC=CC%16)[C-]%10(C=%17C=CC=CC%17)C%139C=%18C=CC=CC%18)C
• InChI: InChI=1S/C35H25.C13H22P.C12H10N.CH4O3S.Fe.Pd/c1-6-16-26(17-7-1)31-32(27-18-8-2-9-19-27)34(29-22-12-4-13-23-29)35(30-24-14-5-15-25-30)33(31)28-20-10-3-11-21-28;1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;;/h1-25H;7-10H,1-6H3;1-6,8-9H,13H2;1H3,(H,2,3,4);;/q3*-1;;2*+2/p-1
• InChI key: NNVAEYGNFLUPRU-UHFFFAOYSA-M

Description

General description

QPhos 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

QPhos Pd G3 has been used as a precatalyst for the arylboration of isoprene with regioselectivity. It may also be used for a variety of aminination and etherifications of aryl halides.

Other Notes

Technology Spotlight: G3 and G4 Buchwald Precatalysts

Regioselective Arylboration of Isoprene and Its Derivatives by Pd/Cu Cooperative Catalysis

Synthesis of Complex Drug like Molecules by the Use of Highly Functionalized Bench-Stable Organozinc Reagents

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable