Merck

697230

Sigma-Aldrich

[1,1′-双(二苯基膦)二茂铁]二氯化钯(II)

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别名:
Pd(dppf)Cl2
线性分子式:
(C17H14P)2Fe · PdCl2
CAS号:
分子量:
731.70
EC 号:
MDL编号:
PubChem化学物质编号:
NACRES:
NA.22

形式

powder

质量水平

reaction suitability

core: palladium
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
reaction type: Buchwald-Hartwig Cross Coupling Reaction

mp

266-283 °C (lit.)

SMILES string

[Fe].Cl[Pd]Cl.[CH]1[CH][CH][C]([CH]1)P(c2ccccc2)c3ccccc3.[CH]4[CH][CH][C]([CH]4)P(c5ccccc5)c6ccccc6

InChI

1S/2C17H14P.2ClH.Fe.Pd/c2*1-3-9-15(10-4-1)18(17-13-7-8-14-17)16-11-5-2-6-12-16;;;;/h2*1-14H;2*1H;;/q;;;;;+2/p-2

Inchi Key

JCWIWBWXCVGEAN-UHFFFAOYSA-L

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379670678740702005
vibrant-m

678740

(A-taPhos)2PdCl2

reaction suitability

core: palladium, reaction type: Heck Reaction, reaction type: Negishi Coupling, reaction type: Stille Coupling, reagent type: catalyst
reaction type: Buchwald-Hartwig Cross Coupling Reaction, reaction type: Cross Couplings, reaction type: Sonogashira Coupling, reaction type: Hiyama Coupling, reaction type: Suzuki-Miyaura Coupling

reaction suitability

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

reaction suitability

core: palladium, reaction type: Buchwald-Hartwig Cross Coupling Reaction, 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
reaction type: Cross Couplings

reaction suitability

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

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

mp

266-283 °C (lit.)

mp

275-280 °C

mp

-

mp

282-287 °C

应用

Pd(dppf)Cl2可作为有效的钯催化剂用于以下反应:
  • 仲烷基和正烷基格氏试剂的交叉偶联,产率和选择性高。
  • 芳基硼酸酯与[11C]甲基碘进行Suzuki偶联反应,形成官能化[11C]甲苯衍生物。
  • 1,3,5-三溴苯与格氏试剂进行Kumada交叉偶联反应,形成星形低聚噻吩。
对于小规模和高通量应用,可选用ChemBeads形式(919780)
用于C-C和C-N偶联反应的催化剂。

相关产品

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Slide 1 of 6

1 of 6

(A-taPhos)2PdCl2

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Sigma-Aldrich

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乙酸钾 ACS reagent, ≥99.0%

Sigma-Aldrich

236497

乙酸钾

Electrophilic activation of benzaldehydes through ortho palladation: one-pot synthesis of 3-methylene-indan-1-ols through a domino allylstannylation/Heck reaction under neutral conditions.
Ján Cvengros et al.
Angewandte Chemie (International ed. in English), 48(33), 6148-6151 (2009-07-11)
Shunsuke Chiba et al.
Journal of the American Chemical Society, 131(36), 12886-12887 (2009-08-25)
A Pd(II)-catalyzed ring expansion-reaction of cyclic 2-azidoalcohol derivatives was found to proceed via an unprecedented C-C bond cleavage-C-N bond formation sequence, providing substituted azaheterocycles.
Palladium-catalysed cyclisation of N-alkynyl aminomalonates.
Wilfried Hess et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(41), 12303-12306 (2010-09-15)
Star?Shaped Oligothiophenes for Solution?Processible Organic Field?Effect Transistors.
Ponomarenko S
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