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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
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.
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)
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)
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
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