763403

RuPhos Pd G3

98%

• 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
• Formule empirique (notation de Hill): C₄₃H₅₆NO₅PPdS
• Numéro CAS: 1445085-77-7
• Poids moléculaire : 836.37
• Numéro MDL: MFCD22572684
• Code UNSPSC : 12161600
• ID de substance PubChem : 329767049
• Nomenclature NACRES : NA.22

Propriétés

• Pureté: 98%
• Forme: solid
• Caractéristiques: generation 3
• Pertinence de la réaction: core: palladium; reagent type: catalyst; reaction type: Cross Couplings
• Capacité de réaction: 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
• Pf: 188-196 °C (decomposition)
• Groupe fonctionnel: phosphine
• Chaîne SMILES: 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
• Clé InChI: AXZLIMCJMPNFFU-UHFFFAOYSA-M

Description

Description générale

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)

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H315 - H319 - H335 - H412
• Conseils de prudence: P273 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable