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Merck
CN

732117

Pd-PEPPSI™-IPent催化剂

≥95%, solid

别名:

[1,3-双(2,6-二-3-戊基苯基)咪唑-2-亚基](3-氯吡啶基)二氯化钯(II)

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关于此项目

经验公式（希尔记法）:
C40H56Cl3N3Pd
化学文摘社编号:
1158652-41-5
分子量:
791.67
MDL number:
MFCD34166665
UNSPSC Code:
12161600
PubChem Substance ID:
329764705
NACRES:
NA.22

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产品名称

Pd-PEPPSI™-IPent催化剂, ≥95%

SMILES string

Clc1cccnc1.CCC(CC)c2cccc(C(CC)CC)c2N3C=CN(c4c(cccc4C(CC)CC)C(CC)CC)\C3=[Pd](/Cl)Cl

InChI

1S/C35H52N2.C5H4ClN.2ClH.Pd/c1-9-26(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;6-5-2-1-3-7-4-5;;;/h17-24,26-29H,9-16H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2

InChI key

BCXSKTXOKALLAZ-UHFFFAOYSA-L

assay

≥95%

form

solid

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, 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

mp

195-201 °C

storage temp.

−20°C

Quality Level

200

相关类别

General description

Pd-PEPPSI™-IPent催化剂是基于钯的催化剂，可用于催化交联反应中的C-N和C- C键形成。

Application

钯催化交叉偶联反应的应用指南

使用PEPPSI催化剂进行交叉偶联、胺化和Heck转化
  • Stille偶联反应的催化剂 (eq.1)
  • Negishi偶联反应的催化剂 (eq.2）
  • Suzuki 偶联反应的催化剂（平衡3)
Reaction scheme for Pd catalyst PEPPSI<SUP>™</SUP>-IPent used in cross coupling reaction
对于小规模和高通量用途，产品为ChemBeads （928399）

Legal Information

已获得专利，美国专利号7,250,510。由Total Synthesis Ltd独家授权销售。
PEPPSI is a trademark of Total Synthesis Ltd.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKCZ9376
MKDB0435
MKCZ3891
MKCZ1942
MKCX9590

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Pd-PEPPSI-IPent: An Active, Sterically Demanding Cross-Coupling Catalyst and Its Application in the Synthesis of Tetra-Ortho-Substituted Biaryls
Organ MG, et al.
Angewandte Chemie (International Edition in English), 48(13), 2383-2387 (2009)
Cory Valente et al.
Angewandte Chemie (International ed. in English), 51(14), 3314-3332 (2012-01-31)
Palladium-catalyzed cross-coupling reactions enable organic chemists to form C-C bonds in targeted positions and under mild conditions. Although phosphine ligands have been intensively researched, in the search for even better cross-coupling catalysts attention has recently turned to the use of
Pd-PEPPSI-IPent: low-temperature negishi cross-coupling for the preparation of highly functionalized, tetra-ortho-substituted biaryls.
Selçuk Calimsiz et al.
Angewandte Chemie (International ed. in English), 49(11), 2014-2017 (2010-02-18)
Meenakshi Dowlut et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(14), 4279-4283 (2010-03-09)
The reactivity of Pd-PEPPSI (Pyridine, Enhanced, Precatalyst, Preparation, Stabilization, and Initiation) precatalysts in the Stille-Migita cross-coupling reaction between heteroaryl stannanes and aryl or heteroaryl halides was evaluated. In general, Pd-PEPPSI-IPent (IPent=diisopentylphenylimidazolium derivative) demonstrated high efficiency over a variety of challenging
Michael G Organ et al.
Angewandte Chemie (International ed. in English), 48(13), 2383-2387 (2009-02-20)
Incredible Bulk: A series of N-heterocyclic carbene catalysts (see picture) were prepared and evaluated in the Suzuki-Miyaura reaction. A variety of sterically encumbered tetra-ortho-substituted biaryl products were formed from unreactive aryl chlorides using the isopentyl-substituted catalyst at temperatures ranging from
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商品

PEPPSI™ Catalysts Overview

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

PEPPSI™-IPent for Demanding Cross-Coupling Reactions

Professor Mike Organ and co-workers have developed the PEPPSI™ (Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation) precatalysts for palladium-catalyzed cross-coupling reactions.

KitAlysis™ Suzuki-Miyaura Cross-Coupling Kit

Tools aid in kit setup for organic chemistry techniques, ensuring ease and success.

Scale-Up Guide: Suzuki-Miyaura Cross-Coupling Reaction

All of the preformed catalysts used in the kit are air and moisture stable complexes in their commercially available form.

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相关内容

PEPPSI-IPent catalyst

Pd-PEPPSI™-IPent is used for a variety of cross-coupling reactions.

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