412740

Bis(triphenylphosphine)palladium(II) dichloride

• Synonyme(s) : Dichlorobis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) dichloride, PdCl₂(PPh₃)₂
• Formule linéaire : [(C₆H₅)₃P]₂PdCl₂
• Numéro CAS: 13965-03-2
• Poids moléculaire : 701.90
• Numéro Beilstein : 4935975
• Numéro CE : 237-744-2
• Numéro MDL: MFCD00009593
• Code UNSPSC : 12161600
• ID de substance PubChem : 24865821
• Nomenclature NACRES : NA.22

Propriétés

• Forme: solid
• Niveau de qualité: 200
• Pertinence de la réaction: core: palladium; reagent type: catalyst
• 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
• Chaîne SMILES: Cl[Pd]Cl.c1(P(c2ccccc2)c3ccccc3)ccccc1.c4(P(c5ccccc5)c6ccccc6)ccccc4
• InChI: 1S/2C18H15P.2ClH.Pd/c2*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;;/h2*1-15H;2*1H;/q;;;;+2/p-2
• Clé InChI: YNHIGQDRGKUECZ-UHFFFAOYSA-L

Description

Description générale

Bis(triphenylphosphine)palladium(II) dichloride is an organometallic complex. It is an efficient cross-coupling catalyst for C-C coupling reaction, such as Negishi coupling, Suzuki coupling, Sonogashira coupling and Heck coupling reaction. Detection of bis(triphenylphosphine)palladium(II) dichloride by electrospray ionization quadrupole ion trap mass spectrometry using different imidazolium salts as the charge carrier has been reported. It is employed as catalyst for the Heck reaction medium.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Bis(triphenylphosphine)palladium(II) dichloride was employed in the following studies:

• As model catalyst for the evaluation of functionalized silica′s for the adsorptive recovery of homogeneous catalysts, via its interaction with metal centre.
• As catalyst in the synthesis of diphenylacetylene.
• One-pot synthesis of furoquinolines, via Pd-catalyzed Sonogashira coupling followed by Cu(I) catalyzed ring closure.
• Catalyst for Sonogashira coupling of aryl alkynes to 2-bromothiazole and 2-bromothiophene.

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H317,H413
• Conseils de prudence: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Classification des risques: Aquatic Chronic 4 - Skin Sens. 1A
• 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
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)