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Merck

732117

Sigma-Aldrich

Pd-PEPPSI-IPent催化剂

≥95%

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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About This Item

经验公式(希尔记法):
C40H56Cl3N3Pd
分子量:
791.67
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

≥95%

形狀

solid

反應適用性

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

儲存溫度

−20°C

SMILES 字串

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 密鑰

BCXSKTXOKALLAZ-UHFFFAOYSA-L

相关类别

一般說明

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。

應用

  • 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

法律資訊

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.

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


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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
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
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
Colin Chih-Chien Wu et al.
Molecular cell, 73(5), 959-970 (2019-01-29)
Ribosomes undergo substantial conformational changes during translation elongation to accommodate incoming aminoacyl-tRNAs and translocate along the mRNA template. We used multiple elongation inhibitors and chemical probing to define ribosome conformational states corresponding to differently sized ribosome-protected mRNA fragments (RPFs) generated

商品

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

Professor Mike Organ at York University, along with co-workers Dr. Chris O’Brien and Dr. Eric Kantchev, have developed an palladium N-heterocyclic-carbene (NHC) catalyst system. They reacted PdCl2with a bulky NHC ligand, 2,6-diisopropylphenyllimidazolium chloride (IPr), and an α-donating 3-chloropyridine ligand for stability. The title complex, PEPPSI™, stands for Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation. Sigma-Aldrich offesr gram-scale quantities of the PEPPSI™ catalyst in collaboration with the Organ research group.

Professor Mike Organ at York University, along with co-workers Dr. Chris O’Brien and Dr. Eric Kantchev, have developed an palladium N-heterocyclic-carbene (NHC) catalyst system. They reacted PdCl2with a bulky NHC ligand, 2,6-diisopropylphenyllimidazolium chloride (IPr), and an α-donating 3-chloropyridine ligand for stability. The title complex, PEPPSI™, stands for Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation. Sigma-Aldrich offesr gram-scale quantities of the PEPPSI™ catalyst in collaboration with the Organ research group.

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