100228-92-0

Basic information

• Product Name: η1-Me3SiCCCH2 bistriphenylphosphine palladium chloride
• Synonyms: η1-Me3SiCCCH2 bistriphenylphosphine palladium chloride
• CAS NO: 100228-92-0
• Molecular Weight: 777.694
• Mol File: 100228-92-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: η1-Me3SiCCCH2 bistriphenylphosphine palladium chloride(CAS DataBase Reference)
• NIST Chemistry Reference: η1-Me3SiCCCH2 bistriphenylphosphine palladium chloride(100228-92-0)
• EPA Substance Registry System: η1-Me3SiCCCH2 bistriphenylphosphine palladium chloride(100228-92-0)

Safety Data

• Hazardous Substances Data: 100228-92-0(Hazardous Substances Data)

Upstream product

• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 18135-82-5 (3-chloro-1-propynyl)trimethylsilane 
• 203172-52-5 Pd((CH₃)3SiC₂CH₂)(Cl)(P(C₆H₅)3) 
• 203172-58-1 (Pd((CH₃)3SiC₂CH₂)(Cl)(P(C₆H₅)3))2 
• 603-35-0 triphenylphosphine 
• 172162-33-3 (μ-η3-Me3SiCCCH2)(μ-Cl)Pd2(triphenylphosphine)2 

Downstream Products

• 166734-87-8 Pd(P(C₆H₅)3)2(CH₂CHCHSi(CH₃)3)⁽¹⁺⁾*B(C₆H₅)4^(1-)=[Pd(P(C₆H₅)3)2(CH₂CHCHSi(CH₃)3)]B(C₆H₅)4 
• 166543-61-9 Pd(P(C₆H₅)3)2(CH₂CHCHSi(CH₃)3)⁽¹⁺⁾*BF₄^(1-)=[Pd(P(C₆H₅)3)2(CH₂CHCHSi(CH₃)3)]BF₄ 
• 257300-24-6 Pd(CH₂CCSi(CH₃)3)(P(C₆H₅)3)2⁽¹⁺⁾*BF₄^(1-) = [Pd(CH₂CCSi(CH₃)3)(P(C₆H₅)3)2]BF₄ 
• 257300-28-0 Pd((CH₃)3SiCCCH₂)(P(C₆H₅)3)2⁽¹⁺⁾*B(C₆H₅)4^(1-) = [Pd((CH₃)3SiCCCH₂)(P(C₆H₅)3)2]B(C₆H₅)4 

Relevant articles and documents

Carbon-carbon bond formation by electrophilic addition at the central carbon of the μ-η3-allenyl/propargyl ligand on the Pd-Pd bond

The μ-η3-allenyl/propargyldipalladium complexes were synthesized by the reaction of the corresponding η1-allenyl- or η1-propargylpalladium complexes with Pd2(dba)3. The X-ray diffraction analysis indi

Synthesis, structure, and reactivity of some (σ-allenyl)- and (σ-prop-2-ynyl)palladium(II) complexes

Prop-2-ynylic halides, R1R2CXC≡CR3 (1, X = Cl, Br), react with Pd[PPh3]4 to yield pure trans-(σ-allenyl)bis(triphenylphosphine)palladium(II) halides, R1R2C=C=CR3Pd[PPh3]2X (3), when R3 is hydrogen. The acetylenic isomers trans-R3C≡CCR1R2Pd[PPh3] 2X (4) are obtained pure when R3 is a bulky group, e.g., t-C4H9 and (CH3)3Si, and R1 and R2 are both hydrogen. A mixture of both isomers is formed when R3 is methyl and R1 and R2 are both hydrogen. Prop-2-ynylic acetates, R1R2CXC≡CR3 (1, X = OAc), can also be used to prepare the palladium(II) complexes, but salts like zinc or lithium chloride must be present to let the conversion proceed. The formation of 3 from 1 takes place with anti stereoselectivity. In a number of cases adducts 3 have been prepared by reaction of allenic halides, R1R2C=C=CR3X (2, X = Cl, Br), with Pd[PPh3]4. This reaction occurs with inversion of configuration of the allenyl moiety. The reactivity of adducts 3 and 4 was studied by reacting them with organozinc compounds, R4ZnX′. The reactions preferentially lead to allenes, R1R2C=C=CR3R4. The acetylenic isomers arise when the R3 group is very bulky.