939609

[SIPr-H]₂Pd₂Cl₆

• Synonym(s): Bis-(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium)-hexachloropalladate
• Empirical Formula (Hill Notation): C₅₄H₇₈Cl₆N₄Pd₂
• CAS Number: 1802596-02-6
• Molecular Weight: 1208.78
• UNSPSC Code: 12352100

Properties

• form: powder or crystals
• Quality Level: 100
• reaction suitability: 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
• greener alternative product characteristics: Catalysis; Learn more about the Principles of Green Chemistry.
• sustainability: Greener Alternative Product
• color: brown to orange
• greener alternative category: Aligned
• SMILES string: 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
• InChI key: WHCUDDZJJCQTRX-UHFFFAOYSA-J

Description

General description

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.

Features and Benefits

[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.

Safety Information

• Pictograms: GHS07,GHS09
• Signal Word: Warning
• Hazard Statements: H302,H319,H411
• Precautionary Statements: P264 - P273 - P280 - P301 + P312 - P305 + P351 + P338 - P337 + P313
• Hazard Classifications: Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable