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939609

[SIPr-H]2Pd2Cl6

greener alternative

powder or crystals

别名:

Bis-(1,3-bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium)-hexachloropalladate

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关于此项目

经验公式（希尔记法）:
C54H78Cl6N4Pd2
化学文摘社编号:
1802596-02-6
分子量:
1208.78
NACRES:
NA.21
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产品名称

[SIPr-H]2Pd2Cl6,

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
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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

General description

[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.
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.

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.

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

flash_point_f

Not applicable

flash_point_c

Not applicable

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCW5787

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商品

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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.

Sébastien G Guillet et al.
Chemical communications (Cambridge, England), 56(44), 5953-5956 (2020-04-30)
The reaction mechanism leading to the formation of cross-coupling palladium pre-catalysts of the PEPPSI family was investigated. Two intermediates were isolated and proved to be both suitable synthons to the pre-catalysts, with one permitting the design of a novel and

全球贸易项目编号

货号GTIN
939609-5G04065272146760
939609-1G04065272146746
939609-250MG04065272146753