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Merck
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669032

Sigma-Aldrich

PEPPSI™-IPr catalyst

98%, Umicore

동의어(들):

[1,3-Bis(2,6-Diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(II) dichloride

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모든 사진(4)

About This Item

실험식(Hill 표기법):
C32H40Cl3N3Pd
CAS Number:
905459-27-0
Molecular Weight:
679.46
MDL number:
MFCD08457656
UNSPSC 코드:
12352103
PubChem Substance ID:
24884825
NACRES:
NA.22

Quality Level

200

분석

98%

반응 적합성

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

제조업체/상표

Umicore

mp

230 °C

SMILES string

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 key

BLDKGTGQENJFON-UHFFFAOYSA-L

일반 설명

PEPPSI™-IPr catalyst widely used in carbonylative cross-coupling reactions.

애플리케이션

Application Guide for Palladium Catalyzed Cross-Coupling Reactions
  • Catalyst for Kumada-Tamao-Corriu (KTC) reaction (eq. 1)
  • Catalyst for Negishi coupling reaction (eq. 2)
  • Catalyst for Suzuki coupling reaction (eq. 3)
  • Catalyst for Buchwald-Hartwig amination reaction (eq. 4)
PEPPSI<SUP>™</SUP>-IPr catalyst

For small scale and high throughput uses, product is also available as ChemBeads (931063)

법적 정보

Product of Umicore

This product, its manufacturing or use, is the subject of one or more issued or pending U.S. Patents (and foreign equivalents) owned or controlled by Umicore PMC. The purchase of this product from Umicore PMC through Sigma-Aldrich, its affiliates or their authorized distributors conveys to the buyer a limited, one-time, non-exclusive, non-transferable, non-assignable license. Buyer′s use of this product may infringe patents owned or controlled by third parties. It is the sole responsibility of buyer to ensure that its use of the product does not infringe the patent rights of third parties or exceed the scope of the license granted herein.

For any further information on product please refer to your local Umicore PMC contact at http://www.pmc.umicore.com

Patented, U.S. Pat. No. 7,250,510. Sold under an exclusive license from Total Synthesis Ltd.
PEPPSI is a trademark of Total Synthesis Ltd.

픽토그램

Exclamation mark
GHS07

신호어

Warning

유해 및 위험 성명서

H302 + H312 + H332

Hazard Classifications

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

dust mask type N95 (US), Eyeshields, Gloves

가장 최신 버전 중 하나를 선택하세요:

시험 성적서(COA)

Lot/Batch Number
MKBX5997V
STBG1185V
STBG1186V
STBG0020V
STBF9237V

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COA 검색

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

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
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
Organ, M. G.; Abdel-Hadi, M. et al.
Chemistry (Weinheim An Der Bergstrasse, Germany), 150, 150-150 (2007)
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
Eric Assen B Kantchev et al.
Angewandte Chemie (International ed. in English), 46(16), 2768-2813 (2007-04-06)
Palladium-catalyzed C-C and C-N bond-forming reactions are among the most versatile and powerful synthetic methods. For the last 15 years, N-heterocyclic carbenes (NHCs) have enjoyed increasing popularity as ligands in Pd-mediated cross-coupling and related transformations because of their superior performance
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문서

PEPPSI™ Catalyst - Introduction, advantages and applications

Professor Mike Organ, along with Drs. Chris O’Brien and Eric Kantchev, have developed an elegant Pd-NHC catalyst system. The title complex PEPPSI™ stands for Pyridine-Enhanced Precatalyst Preparation Stabilization and Initiation.

PEPPSI™ Catalysts

PEPPSI™ Catalysts are novel state-of-the-art catalyst that successfully performs cross-coupling niche reactions.

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.

PEPPSI™ Catalysts

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.

관련 콘텐츠

Cross Coupling

Cross-coupling is a common reaction in organic chemistry for the creation of C-C, C-N, and C-O bonds with the aid of a metal catalyst.

자사의 과학자팀은 생명 과학, 재료 과학, 화학 합성, 크로마토그래피, 분석 및 기타 많은 영역을 포함한 모든 과학 분야에 경험이 있습니다..

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