939609

[SIPr-H]₂Pd₂Cl₆

• Synonyme(s) : Bis-(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium)-hexachloropalladate
• Formule empirique (notation de Hill) : C₅₄H₇₈Cl₆N₄Pd₂
• Numéro CAS: 1802596-02-6
• Poids moléculaire : 1208.78
• Code UNSPSC : 12352100

Propriétés

• Forme: powder or crystals
• Niveau de qualité: 100
• Pertinence de la réaction: reagent type: catalyst; core: palladium; reaction type: Buchwald-Hartwig Amination; reagent type: catalyst; core: palladium; reaction type: Buchwald-Hartwig Cross Coupling Reaction; reagent type: catalyst; core: palladium; reaction type: Cross Couplings; reagent type: catalyst; core: palladium; reaction type: Heck Reaction; reagent type: catalyst; core: palladium; reaction type: Hiyama Coupling; reagent type: catalyst; core: palladium; reaction type: Negishi Coupling; reagent type: catalyst; core: palladium; reaction type: Sonogashira Coupling; reagent type: catalyst; core: palladium; reaction type: Stille Coupling; reagent type: catalyst; core: palladium; reaction type: Suzuki-Miyaura Coupling
• Caractéristiques du produit alternatif plus écologique: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• Couleur: brown to orange
• Autre catégorie plus écologique: Aligned
• Chaîne SMILES: CC(C(C=CC=C1C(C)C)=C1N2CC[N+](C3=C(C=CC=C3C(C)C)C(C)C)=C2)C.Cl[Pd]4(Cl)[ClH][Pd](Cl)(Cl)[ClH]4.CC(C(C=CC=C5C(C)C)=C5N6CC[N+](C7=C(C=CC=C7C(C)C)C(C)C)=C6)C
• InChI: InChI=1S/2C27H39N2.4ClH.2Cl.2Pd/c2*1-18(2)22-11-9-12-23(19(3)4)26(22)28-15-16-29(17-28)27-24(20(5)6)13-10-14-25(27)21(7)8;;;;;;;;/h2*9-14,17-21H,15-16H2,1-8H3;4*1H;;;;/q2*+1;;;;;;;2*+2/p-4
• Clé InChI: WHCUDDZJJCQTRX-UHFFFAOYSA-J

Description

Description générale

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Green Chemistry. This product has been enhanced for catalytic efficiency. Click here for more information.

[SIPr-H]₂Pd₂Cl₆ is an ionic tetrachloropalladate complex containing 2 equivalents of the cationic imadazolium ligand 1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium.

Application

Upon treatmeant with a suitable base, a catalytically active Pd-NHC complex can be generated in-situ. Suitable for use in difficult Suzuki-Miyaura and Buchwald-Hartwig cross-couplings reactions of aryl chlorides, and trans-amidation cross-coupling reactions of esters and amides.

Caractéristiques et avantages

[SPr-H]₂Pd₂Cl₆ offers similar or greater performance to other similar Pd-NHC precatalysts available while offering several major advatages:

• The precatalyst avoids the use of ′throw away′ stabilizing ligands often used in similar Pd-NHC complexes.
• The more sustainable synthesis of [SIPr-H]₂Pd₂Cl₆ compared to similar Pd-NHC complexes makes the product a more sustainable choice.
• A competitive price, with a higher Pd percentage than many other Pd-NHC catalysts.

Informations sur la sécurité

• Pictogrammes: GHS07,GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H302,H319,H411
• Conseils de prudence: P264 - P273 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313
• Classification des risques: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2
• 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