216666

Tetrakis(triphenylphosphine)palladium(0)

99%

• 동의어(들): Palladium-tetrakis(triphenylphosphine), Pd(PPh₃)₄
• Linear Formula: Pd[(C₆H₅)₃P]₄
• CAS Number: 14221-01-3
• Molecular Weight: 1155.56
• Beilstein: 6704828
• EC Number: 238-086-9
• MDL number: MFCD00010012
• UNSPSC 코드: 12352103
• PubChem Substance ID: 24852971
• NACRES: NA.22

속성

• 분석: 99%
• 형태: solid
• 반응 적합성: 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
• 파라미터: air sensitive
• 저장 온도: 2-8°C
• 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: 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;
• InChI key: NFHFRUOZVGFOOS-UHFFFAOYSA-N

설명

일반 설명

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.

애플리케이션

Application Guide for Palladium Catalyzed Cross-Coupling Reactions

Tetrakis(triphenylphosphine)palladium(0) can be used as a catalyst in:

• Negishi coupling (eq. 1), Suzuki coupling (eq. 2), Stille coupling (eq. 3), Sonogashira coupling reaction (eq. 4), and Buchwald-Hartwig amination reaction (eq. 5)
• The carbonylation of vinyl iodides (eq. 6)
• The reduction reaction of aryl bromides (eq. 7)
• Carbon-tin bond formation (eq. 8)

안전성 정보

• 픽토그램: GHS07
• 신호어: Warning
• 유해 및 위험 성명서: H302
• 예방조치 성명서: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• 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)