412740

Bis(triphenylphosphine)palladium(II) dichloride

• Sinônimo(s): Dichlorobis(triphenylphosphine)palladium(II), Palladium(II)bis(triphenylphosphine) dichloride, PdCl₂(PPh₃)₂
• Fórmula linear: [(C₆H₅)₃P]₂PdCl₂
• Número CAS: 13965-03-2
• Peso molecular: 701.90
• Beilstein: 4935975
• Número CE: 237-744-2
• Número MDL: MFCD00009593
• Código UNSPSC: 12161600
• ID de substância PubChem: 24865821
• NACRES: NA.22

Propriedades

• forma: solid
• Nível de qualidade: 200
• adequação da reação: 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
• cadeia de caracteres 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
• chave InChI: YNHIGQDRGKUECZ-UHFFFAOYSA-L

Descrição

Descrição geral

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.

Aplicação

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.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H317,H413
• Declarações de precaução: P261 - P272 - P273 - P280 - P302 + P352 - P333 + P313
• Classificações de perigo: Aquatic Chronic 4 - Skin Sens. 1A
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable
• Equipamento de proteção individual: Eyeshields, Gloves, type N95 (US)