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Merck
모든 사진(5)

문서

701602

Sigma-Aldrich

[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II)

greener alternative

98%

동의어(들):

PdCl2(dtbpf)

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About This Item

실험식(Hill 표기법):
C26H44Cl2FeP2Pd
CAS Number:
Molecular Weight:
651.75
MDL number:
UNSPSC 코드:
12161600
PubChem Substance ID:
NACRES:
NA.22

Quality Level

분석

98%

형태

powder

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

환경친화적 대안 제품 특성

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

203-208 °C

환경친화적 대안 카테고리

저장 온도

−20°C

SMILES string

[Fe].Cl[Pd]Cl.CC(C)(C)P([C]1[CH][CH][CH][CH]1)C(C)(C)C.CC(C)(C)P([C]2[CH][CH][CH][CH]2)C(C)(C)C

InChI

1S/2C13H22P.2ClH.Fe.Pd/c2*1-12(2,3)14(13(4,5)6)11-9-7-8-10-11;;;;/h2*7-10H,1-6H3;2*1H;;/q;;;;;+2/p-2

InChI key

JQZFOBWXNREQLO-UHFFFAOYSA-L

유사한 제품을 찾으십니까? 방문 제품 비교 안내

일반 설명

We are committed to bringing you Greener Alternative Products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product has been enhanced for catalytic efficiency. Find details here.
[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) (PdCl2(dtbpf)) participates as catalyst in Suzuki and Heck reactions. It is a preformed catalyst synthesized by a group of researchers at Johnson Matthey′s Catalysis and Chiral Technologies. It is an active catalyst for various Pd catalyzed cross-coupling reactions.
[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) is an air-stable, highly active and versatile catalyst. It is an efficient catalyst for cross-coupling reactions. It participates as catalyst in various coupling reactions of the fine chemicals and pharmaceutical chemicals. It is commonly employed as homogeneous catalyst in the Suzuki reactions.

PdCl2(dtbpf) is an air-stable cross-coupling catalyst used in the Suzuki coupling of various aryl chlorides.

애플리케이션

[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) (PdCl2(dtbpf)) may be used as catalyst in the Suzuki cross-coupling reaction of various aromatic and heteroaromatic halides with methyliminodiacetic acid derivatives (MIDA boronates) at room temperature (in the absence of organic solvent). It may be employed as catalyst for the synthesis of chalcones, via cross-coupling reactions.
[1,1′-Bis(di-tert-butylphosphino)ferrocene]dichloropalladium(II) was used in the preparation of [PdCl2(bisphosphinometallocene)] complexes. These complexes are reported to be the catalyst precursors for the Buchwald-Hartwig reaction.
It is also employed as catalyst for greener Suzuki cross-coupling in TPGS-750-M.

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

개인 보호 장비

Eyeshields, Gloves, type N95 (US)


시험 성적서(COA)

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문서 라이브러리에서 최근에 구매한 제품에 대한 문서를 찾아보세요.

문서 라이브러리 방문

Bruce H Lipshutz et al.
Organic letters, 10(7), 1329-1332 (2008-03-14)
A nonionic amphiphile such as Triton X-100 or the vitamin E-based PTS, both of which form nanomicelles in water, promotes Heck cross-couplings of non-water-soluble partners at ambient temperatures. These are the first examples of Heck reactions conducted in water (as
An Effective Activation of Palladium Phosphine Complexes in Aqueous Phase Reactions of Hetero-Aromatic Boronic Acids with Aryl Halides.
Bumagin NA, et al.
Chemistry of Heterocyclic Compounds, 50(1), 19-25 (2011)
Gabriela A Grasa et al.
Organic letters, 9(26), 5489-5492 (2007-11-23)
alpha-Arylation of various ketones with aryl chlorides and bromides using the well-defined and air-stable (DtBPF)PdX2 (X = Cl, Br) catalysts gave 80-100% yield of the coupled products under relatively mild conditions at low catalyst loadings. The X-ray structure of (DtBPF)PdCl2
The 2010 Nobel Prize in chemistry: palladium-catalysed cross-coupling.
Colacot TJ.
Platinum Metals Rev., 55(2), 84-90 (2011)
Natural and Synthetic Chalcones: Tools for the Study of Targets of Action-Insulin Secretagogue or Insulin Mimetic?
Nunes RJ, et al.
Stud. Nat. Prod. Chem., 39, 62-62 (2013)

문서

A variety of palladium-catalyzed cross-coupling reactions can be run under room temperature conditions in water with TPGS- 750-M, using a variety of commercially available palladium complexes and ligands.

프로토콜

TPGS-750-M surfactant enables various reactions in water at room temperature, enhancing efficiency and versatility in synthesis.

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