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Merck
CN

939617

[IPent-H]2Pd2Cl6

greener alternative

≥95%, powder, crystals or chunks

别名:

Bis-(1,3-bis(2,6-di(pentan-3-yl)phenyl)-1H-imidazol-3-ium)-hexachloropalladate

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关于此项目

经验公式（希尔记法）:
C70H106Cl6N4Pd2
分子量:
1429.18
NACRES:
NA.21
Assay:
≥95%
Form:
powder, crystals or chunks

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产品名称

[IPent-H]2Pd2Cl6, ≥95%

InChI

GIKNOYGRKZIYDU-UHFFFAOYSA-J

InChI key

InChI=1S/2C35H53N2.4ClH.2Cl.2Pd/c2*1-9-26(10-2)30-19-17-20-31(27(11-3)12-4)34(30)36-23-24-37(25-36)35-32(28(13-5)14-6)21-18-22-33(35)29(15-7)16-8;;;;;;;;/h2*17-29H,9-16H2,1-8H3;4*1H;;;;/q2*+1;;;;;;;2*+2/p-4

SMILES string

CCC(C(C=CC=C1C(CC)CC)=C1[N+]2=CN(C3=C(C(CC)CC)C=CC=C3C(CC)CC)C=C2)CC.Cl[Pd]4(Cl)[ClH][Pd](Cl)(Cl)[ClH]4.CCC(C(C=CC=C5C(CC)CC)=C5[N+]6=CN(C7=C(C(CC)CC)C=CC=C7C(CC)CC)C=C6)CC

assay

≥95%

form

powder, crystals or chunks

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

white to very dark yellow-orange

greener alternative category

Aligned

Quality Level

100

相关类别

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.
[IPent-H]2Pd2Cl6 is an ionic tetrachloropalladate complex containing 2 equivalents of the cationic imadazolium ligand 1,3-bis(2,6-di(pentan-3-yl)phenyl)-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.
New NHC-Pd complexes for cross-coupling of challenging aryl chlorides

Features and Benefits

[IPent-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 [IPent-H]2Pd2Cl6 compared to similar Pd-NHC complexes makes the product a more sustainable choice.
  • A competitive price, with a higher Pd percentage than other Pd-NHC catalysts.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 2 - Eye Irrit. 2

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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分析证书(COA)

Lot/Batch Number
MKCW5784

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Understanding existing and designing novel synthetic routes to Pd-PEPPSI-NHC and Pd-PEPPSI-PR3 pre-catalysts
Guillet SG, et.al
Chemical Communications (Cambridge, England), 44, 5953-5956 (2020)

商品

PEPPSI™ Catalysts Overview

PEPPSI™ palladium N-heterocyclic-carbene catalyst system enhances efficiency and functional group tolerance in catalysis.

New NHC–Pd Complexes for Challenging Aryl Chloride Couplings

Air- and moisture-stable NHC–Pd palladates showed high activity in key couplings, matching or exceeding many PEPPSi and other NHC-Pd precatalysts.

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