18115-61-2

Basic information

• Product Name: cis[iodobis(triphenylphosphine)phenylpalladium(II)]
• CAS NO: 18115-61-2
• Molecular Weight: 835.012
• Mol File: 18115-61-2.mol
• Article Data: 23

Chemical Properties

• CAS DataBase Reference: cis[iodobis(triphenylphosphine)phenylpalladium(II)](CAS DataBase Reference)
• NIST Chemistry Reference: cis[iodobis(triphenylphosphine)phenylpalladium(II)](18115-61-2)
• EPA Substance Registry System: cis[iodobis(triphenylphosphine)phenylpalladium(II)](18115-61-2)

Safety Data

• Hazardous Substances Data: 18115-61-2(Hazardous Substances Data)

Upstream product

• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 591-50-4 iodobenzene 
• 171818-45-4 [Pd3(μ-acetato)3(μ,η2-(methylthio)(ethoxycarbonyl)methyl-C,S)3] 
• 603-35-0 triphenylphosphine 
• 213540-28-4 ((C₆H₅)2P(C₆H₄)P(C₆H₅)2)Pd(SC(CH₃)3)(CH₃) 
• 163319-07-1 ((C₆H₅)2PC(CH)4CP(C₆H₅)2)Pd(SC(CH₃)3)(C₆H₄CH₃) 
• 13991-08-7 o-phenylenebis(diphenylphosphine) 
• 100-63-0 phenylhydrazine 
• 881374-60-3 trans-PhPdI(tri-2-furylphophine)2 
• 311-28-4 tetra-(n-butyl)ammonium iodide 
• 913653-92-6 cis-(4,5-bis(diphenylphosphino)-9,9-dimethylxanthene)phenyl(trifluoromethyl)palladium(II) 
• 34772-26-4 {((C₆H₅)3P)3PdCl}⁽¹⁺⁾*BF₄^(1-)={((C₆H₅)3P)3PdCl}BF₄ 
• 13965-03-2 bis-triphenylphosphine-palladium(II) chloride 
• 32005-36-0 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 

Downstream Products

• 189879-52-5 trans-bis(triphenylphosphine)phenylpalladium(II) fluoride 
• 329791-59-5 (1,2-bis(diisopropylphosphino)ethane)Pd(Ph)(I) 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 2170-06-1 1-Phenyl-2-(trimethylsilyl)acetylene 
• 360-11-2 difluorodiphenylmethane 
• 50417-71-5 (benzoyl)PdI(triphenylphosphine)2 
• 644-08-6 4-Methylbiphenyl 
• 1062138-92-4 [PdI(Ph)(1,3,5-triaza-7-phosphaadamantane)2] 
• 58079-87-1 [(NC)3PdPh]^(2-) 
• 172989-72-9 iodo(phenyl)-trans-bis[phenyl(tetrahydrofuranyl-2-methyl)(3-(trimethoxysilyl)propyl)phosphine-P]palladium(II) 
• 189879-52-5 (PPh₃)2Pd(Ph)F 

Relevant articles and documents

Facile aryl-aryl exchange between the palladium center and phosphine ligands in palladium (II) complexes

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Pd(0)-catalyzed phosphorus-carbon bond formation. Mechanistic and synthetic studies on the role of the palladium sources and anionic additives

Pd(PPh3)4, Pd(dba)2, Pd(OAc)2, and PdCl2, have been evaluated as possible Pd(0) sources for the palladium-catalyzed P-C bond formation via a cross-coupling of aryl halides with H-phosphonate diesters. It was found that the most efficient catalytic system can be generated from Pd(OAc)2 with a key role being played by Pd(II) and Pd(0) species with coordinated acetate ions. The reactivity of differently ligated Pd(II) complexes was determined, and 31P NMR spectroscopy studies were carried out to provide mechanistic interpretations for the observed differences between the catalytic systems.

Efficient acid fluoride synthesis via carbonylation of organic halides

Palladium, platinum, cobalt, and rhodium triphenylphosphine complexes were found to catalyze the formation of acid fluorides via carbonylation of organic halides with fluoride salts.For palladium complex-catalyzed reactions, the use of cesium fluoride in polar solvents such as acetone and acetonitrile exhibited superior performance.The reaction took place even under an atmospheric pressure of carbon monoxide.The success of the acid fluoride synthesis is discussed in terms of the facility of oxidative addition of the starting material and the product.

Electrochemical Palladium-Catalyzed Oxidative Sonogashira Carbonylation of Arylhydrazines and Alkynes to Ynones

Oxidative carbonylation using carbon monoxide has evolved as an attractive tool to valuable carbonyl-containing compounds, while mixing CO with a stoichiometric amount of a chemical oxidant especially oxygen is hazardous and limits its application in scale-up synthesis. By employing anodic oxidation, we developed an electrochemical palladium-catalyzed oxidative carbonylation of arylhydrazines with alkynes, which is regarded as an alternative supplement of the carbonylative Sonogashira reaction. Combining an undivided cell with constant current mode, oxygen-free conditions avoids the explosion hazard of CO. A diversity of ynones are efficiently obtained using accessible arylhydrazines and alkynes under copper-free conditions. A possible mechanism of the electrochemical Pd(0)/Pd(II) cycle is rationalized based upon cyclic voltammetry, kinetic studies, and intermediates experiments.

Palladium-Catalyzed Stereoselective Hydrodefluorination of Tetrasubstituted gem-Difluoroalkenes

A highly stereoselective palladium(0)-catalyzed hydrodefluorination (HDF) of tetrasubstituted gem-difluoroalkenes is developed. By using catalytic Pd(PPh3)4 (2.5-5 mol percent) and hydrosilane Me2PhSiH, various trisubstituted terminal (E)-monofluoroalkenes can be synthesized with excellent E/Z selectivity (>99:1) and good functional group tolerability. The key stereocontrol should be exerted by an ester-directed C-F bond oxidative addition step in the catalytic cycle.