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763403

RuPhos Pd G3

98%, solid

Synonyme(s) :

(2-Dicyclohexylphosphino-2′,6′-diisopropoxy-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II) methanesulfonate, RuPhos-G3-Palladacycle, RuPhos-Pd-G3

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A propos de cet article

Formule empirique (notation de Hill) :
C43H56NO5PPdS
Numéro CAS:
1445085-77-7
Poids moléculaire :
836.37
UNSPSC Code:
12161600
PubChem Substance ID:
329767049
NACRES:
NA.22
MDL number:
MFCD22572684
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Nom du produit

RuPhos Pd G3, 98%

Quality Level

100

product line

Buchwald precatalyst Generation 3

assay

98%

form

solid

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

188-196 °C (decomposition)

functional group

phosphine

SMILES string

CS(=O)(=O)O[Pd]c1ccccc1-c2ccccc2N.CC(C)Oc3cccc(OC(C)C)c3-c4ccccc4P(C5CCCCC5)C6CCCCC6

InChI

1S/C30H43O2P.C12H10N.CH4O3S.Pd/c1-22(2)31-27-19-13-20-28(32-23(3)4)30(27)26-18-11-12-21-29(26)33(24-14-7-5-8-15-24)25-16-9-6-10-17-25;13-12-9-5-4-8-11(12)10-6-2-1-3-7-10;1-5(2,3)4;/h11-13,18-25H,5-10,14-17H2,1-4H3;1-6,8-9H,13H2;1H3,(H,2,3,4);/q;;;+1/p-1

InChI key

AXZLIMCJMPNFFU-UHFFFAOYSA-M

General description

RuPhos Pd G3 is a third generation (G3) Buchwald precatalyst that can be used in cross-coupling reactions for the formation of C-C, C–N, C–O, C–F, C–CF3, and C–S bonds. It is air-, moisture-, and thermally-stable and is highly soluble in a wide range of common organic solvents. 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

RuPhos Pd G3 can be used as a pre-catalyst in the following protocols:
  • Palladium-catalyzed Suzuki coupling of 5-p-toluenesulfonyltetrazoles with arylboronic acids to synthesize 1,5-disubstituted tetrazoles.
  • Suzuki-Miyaura catalyst-transfer polycondensation (SCTP) of 3-alkylthiophenes in the presence of N-methylimidodiacetic (MIDA)-boronate monomers.
  • Suzuki-Miyaura-cross-coupling of aminothiophenes.
For small scale and high throughput uses, product is also available as ChemBeads (928283)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Classe de stockage

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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A Rational Design of Highly Controlled Suzuki-Miyaura Catalyst-Transfer Polycondensation for Precision Synthesis of Polythiophenes and their Block Copolymers: Marriage of Palladacycle Precatalysts with MIDA-boronates.
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Numéro d'article de commerce international

RéférenceGTIN
763403-1G04061832922850
763403-250MG04061832970899
763403-5G04061832922867