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Merck
CN

CN216666

四(三苯基膦)钯(0)

99%, solid

别名:

Pd(PPh3)4, 四(三苯基膦)钯

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线性分子式:
Pd[(C6H5)3P]4
化学文摘社编号:
分子量:
1155.56
UNSPSC Code:
12352103
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6704828
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InChI

1S/4C18H15P.Pd/c4*1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;/h4*1-15H;

SMILES string

[Pd].c1ccc(cc1)P(c2ccccc2)c3ccccc3.c4ccc(cc4)P(c5ccccc5)c6ccccc6.c7ccc(cc7)P(c8ccccc8)c9ccccc9.c%10ccc(cc%10)P(c%11ccccc%11)c%12ccccc%12

InChI key

NFHFRUOZVGFOOS-UHFFFAOYSA-N

assay

99%

form

solid

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

storage temp.

2-8°C

Quality Level

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General description

Palladium-tetrakis(triphenylphosphine) (Pd(PPh3)4) iscoordination complex of palladium and is widely used palladium cross-coupling catalyst. These applications include Negishi coupling, Suzuki coupling, Stille coupling, Sonogashira coupling, and Buchwald-Hartwig amination reactions.

Tetrakis(triphenylphosphine)palladium(0) (Pd(PPh3)4) is a commonly used palladium(0) complex in chemical synthesis. It plays a vital role as a catalyst in various organic reactions, especially C-C, C-N, C-O, and C-heteroatom cross-coupling reactions. Pd(PPh3)4 finds extensive application in carbon-carbon bond-forming reactions such as the famous Heck, Suzuki-Miyaura, and Stille reactions. These reactions involve the coupling of aryl, alkyl, or vinyl halides with other organic compounds to yield valuable products. The catalytic cycle involves the oxidative addition of the organic halide to palladium(0), transmetalation with a suitable organometallic reagent or boronic acid, and reductive elimination to form the desired product. Pd(PPh3)4 has also been utilized in various other transformations including allylic substitutions, nucleophilic additions to alkenes and alkynes, and cycloadditions.

Application

Application Guide for Palladium Catalyzed Cross-Coupling Reactions Tetrakis(triphenylphosphine)palladium(0) can be used as a catalyst in:

1. Negishi coupling[1] (eq. 1), Suzuki coupling[2] (eq. 2), Stille coupling[3] (eq. 3), Sonogashira coupling reaction[4] (eq. 4), and Buchwald-Hartwig amination reaction[5] (eq. 5)

2. The carbonylation of vinyl iodides[6] (eq. 6)

3. The reduction reaction of aryl bromides[7] (eq. 7)

4. Carbon-tin bond formation[8] (eq. 8)

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

存储类别

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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