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669032

Sigma-Aldrich

PEPPSI-IPr 催化剂

98%, Umicore

同義詞:

[1,3-双(2,6-二异丙基苯基)咪唑-2-基亚基](3-氯吡啶基)二氯化钯(II)

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About This Item

經驗公式(希爾表示法):
C32H40Cl3N3Pd
CAS號碼:
分子量::
679.46
MDL號碼:
分類程式碼代碼:
12352103
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

98%

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

製造商/商標名

Umicore

mp

230 °C

SMILES 字串

Cl[Pd]Cl.Clc1cccnc1.CC(C)c2cccc(C(C)C)c2N3CN(C=C3)c4c(cccc4C(C)C)C(C)C

InChI

1S/C27H38N2.C5H4ClN.2ClH.Pd/c1-18(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;6-5-2-1-3-7-4-5;;;/h9-16,18-21H,17H2,1-8H3;1-4H;2*1H;/q;;;;+2/p-2

InChI 密鑰

BLDKGTGQENJFON-UHFFFAOYSA-L

一般說明

PEPPSI-IPr催化剂广泛用于羰基化交叉偶联反应。

應用

  • Kumada-Tamao-Corriu(KTC) 反应的催化剂(平衡1)
  • Negishi偶联反应的催化剂 (eq.2)
  • Suzuki 偶联反应的催化剂(平衡3)
  • Buchwald-Hartwig 胺化反应的催化剂(平衡4)
PEPPSI<SUP>™</SUP>-IPr catalyst

对于小规模和高通量用途,产品为ChemBeads (931063

法律資訊

Umicore 产品

该产品及其制造或使用是Umicore PMC拥有或控制的一项或多项已授权或正在申请的美国专利(和国外等同产品)的主题。通过Sigma-Aldrich、其关联公司或其授权分销商从Umicore PMC购买该产品,将授予买方有限的、一次性、非独家、不可让渡、不可转让的许可。买方使用此产品可能会侵犯第三方拥有或控制的专利。买方的唯一责任是确保产品的使用不会侵犯第三方的专利权或超出本协议授权的许可范围。

如需更多产品相关信息,请在http://www.pmc.umicore.com上联系您当地的Umicore PMC负责人。

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

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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Facile access to sterically hindered aryl ketones via carbonylative cross-coupling: application to the total synthesis of luteolin
O?Keefe BM, et al.
Tetrahedron, 67(24), 4344-4351 (2011)
Michael G Organ et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 13(1), 150-157 (2006-12-05)
An easily employed, highly versatile Kumada-Tamao-Corriu (KTC) protocol utilizing the PEPPSI (Pyridine, Enhanced, Precatalyst, Preparation, Stabilization and Initiation) precatalysts 1 and 2 is detailed. The ease-of-use of these catalysts and the synthesis of a wide range of hindered biaryls, large
Organ, M. G.; Abdel-Hadi, M. et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 150, 150-150 (2007)
Jørn Eivind Tungen et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 20(45), 14575-14578 (2014-09-17)
The first total synthesis of the lipid mediator MaR1n-3 DPA (5) has been achieved in 12 % overall yield over 11 steps. The stereoselective preparation of 5 was based on a Pd-catalyzed sp(3) -sp(3) Negishi cross-coupling reaction and a stereocontrolled Evans-Nagao acetate
Michael G Organ et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 12(18), 4749-4755 (2006-03-29)
We have developed the first user-friendly Negishi protocol capable of routinely cross-coupling all combinations of alkyl and aryl centers. The use of an easily synthesized, air stable, highly active, well-defined precatalyst PEPPSI-IPr (1; PEPPSI=pyridine-enhanced precatalyst preparation, stabilization and initiation; IPr=diisopropylphenylimidazolium

文章

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

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

PEPPSI 鈀 N-雜環烯催化系統提高了催化效率和官能基耐受性。

Choose Ascentis® Express Peptide ES-C18 U/HPLC Columns based on Fused-Core® technology for fast and efficient separation of high-molecular weight compounds, such as peptides and small proteins. With a 2.7 µm particle size and rigorous testing, these columns offer reliable results and high efficiency.

我們的科學家團隊在所有研究領域都有豐富的經驗,包括生命科學、材料科學、化學合成、色譜、分析等.

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