100228-90-8

Basic information

• Product Name: (C₆H₅CHCCH)Pd(P(C₆H₅)3)2Cl
• CAS NO: 100228-90-8
• Molecular Weight: 781.609
• Mol File: 100228-90-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (C₆H₅CHCCH)Pd(P(C₆H₅)3)2Cl(CAS DataBase Reference)
• NIST Chemistry Reference: (C₆H₅CHCCH)Pd(P(C₆H₅)3)2Cl(100228-90-8)
• EPA Substance Registry System: (C₆H₅CHCCH)Pd(P(C₆H₅)3)2Cl(100228-90-8)

Safety Data

• Hazardous Substances Data: 100228-90-8(Hazardous Substances Data)

Usage

General Description

The chemical compound C6H5CHCCHPd(P(C6H5)3)2Cl is a palladium complex with a ligand containing phenyl and phosphine groups. The compound is commonly used as a catalyst in organic synthesis reactions, particularly in cross-coupling reactions to form carbon-carbon bonds. The presence of the palladium center makes it a versatile catalyst for various reactions, and the ligands provide stability and selectivity to the complex. The chloride ligand on the palladium center enhances its reactivity, allowing it to participate in various catalytic processes. Overall, C6H5CHCCHPd(P(C6H5)3)2Cl is a valuable and widely used compound in organic chemistry for its catalytic capabilities in synthetic reactions.

Upstream product

• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 16169-88-3 1-phenylprop-2-ynyl acetate 
• 33992-53-9 (1-chloroprop-2-yn-1-yl)benzene 

Relevant articles and documents

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.