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Merck

701602

Sigma-Aldrich

[1,1′-双(二-丁基膦基)二茂铁]二氯合钯(II)

greener alternative

98%

别名:

1,1′-Bis-(di-tert.-butylphosphino-)ferrocen-palladiumdichlorid, PdCl2(dtbpf)

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About This Item

经验公式(希尔记法):
C26H44Cl2FeP2Pd
CAS号:
分子量:
651.75
MDL號碼:
分類程式碼代碼:
12161600
PubChem物質ID:
NACRES:
NA.22

化驗

98%

形狀

powder

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

環保替代產品特色

Catalysis
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

mp

203-208 °C

環保替代類別

儲存溫度

−20°C

SMILES 字串

[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 密鑰

JQZFOBWXNREQLO-UHFFFAOYSA-L

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一般說明

[1,1′-双(二-丁基膦基)二茂铁]二氯合钯(II) (PdCl2(dtbpf))可催化Suzuki和Heck反应。这种预催化剂是由Johnson Matthey′s Catalysis and Chiral Technologies公司的一组研究人员合成的。它是各种Pd催化交叉偶联反应的活性催化剂。
[1,1′-双(二-丁基膦基)二茂铁]二氯合钯(II) 是一种空气稳定的、高活性和多功能的催化剂。它是交叉偶联反应的有效催化剂。它能催化精细化学品和药物化学品的各种偶联反应。在Suzuki反应中常用作均相催化剂。

PdCl2(dtbpf)是一种空气稳定的交叉偶联催化剂,用于各种芳氯化物的Suzuki偶联。
我们竭诚为您提供绿色替代产品,以确保符合一项或多项绿色化学12项原则要求。该产品为增强型,提高了能源效率。点击此处,查看更多详情。

應用

[1,1′-双(二-丁基膦基)二茂铁]二氯合钯(II) 被用于制备[PdCl2(二膦基金属茂)]配合物。据报道,这些配合物是Buchwald-Hartwig反应的催化剂前体。
它也被用于催化TPGS-750-M中发生的环保型Suzuki交叉偶联反应。

On the Way Towards Greener Transition-Metal-Catalyzed Processes as Quantified by E Factors
[1,1′-双(二-丁基膦基)二茂铁]二氯合钯(II)(PdCl2(dtbpf))可催化各种芳族和杂芳族卤化物与甲基亚氨基二乙酸衍生物(MIDA硼酸酯)在室温下(在不含有机溶剂的条件下)的Suzuki交叉偶联反应。它可以催化查耳酮合成过程中的交叉偶联反应。

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

Eyeshields, Gloves, type N95 (US)


分析证书(COA)

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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
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)
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
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)

商品

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.

实验方案

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

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