97239-80-0

Basic information

• Product Name: 1,1'-BIS(DIISOPROPYLPHOSPHINO)FERROCENE
• Synonyms: BIS[(DIISOPROPYLPHOSPHINO)CYCLOPENTADIENYL]IRON;1,1'-BIS(DI-I-PROPYLPHOSPHINO)FERROCENE;1,1'-BIS(DIISOPROPYLPHOSPHINO)FERROCENE;1,1'-Bis(di-i-propylphosphino)ferrocene,min.98%;1,1'-Bis(di-i-propylphosphino)ferrocene, min. 98%;1,1'-Bis(diisopropylphosphino)ferrocene,98%;1,1'-Bis[bis(1-methylethyl)phosphino]ferrocene;Ferrocene,1,1'-bis[bis(1-Methylethyl)phosphino]-
• CAS NO: 97239-80-0
• Molecular Formula: C₂₂H₃₆FeP₂
• Molecular Weight: 418.31
• EINECS: 1533716-785-6
• Product Categories: Ligand;Ferrocenes;Metallocenes;Phosphine Ligands;Synthetic Organic Chemistry;Catalysis and Inorganic Chemistry;Phosphorus Compounds;Polydentate Phosphine Ligands;Achiral Phosphine;Aryl Phosphine
• Mol File: 97239-80-0.mol
• Article Data: 3

Chemical Properties

• Melting Point: 50-52 °C(lit.)
• Flash Point: >230 °F
• Appearance: orange-yellow/Powder
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Water Solubility: Insoluble in water.
• CAS DataBase Reference: 1,1'-BIS(DIISOPROPYLPHOSPHINO)FERROCENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1'-BIS(DIISOPROPYLPHOSPHINO)FERROCENE(97239-80-0)
• EPA Substance Registry System: 1,1'-BIS(DIISOPROPYLPHOSPHINO)FERROCENE(97239-80-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26
• WGK Germany: 3
• TSCA: No
• Hazardous Substances Data: 97239-80-0(Hazardous Substances Data)

Usage

Reaction

Ruthenium- catalyzed hydrohydroxyalkylation of 1,1-disubstituted allenes Ligand for palladium-catalyzed aminocarbonylation of Pyridyl Tosylates by means of ex situ generation of CO. Pd-catalyzed carbonylative ɑ-arylation of ketones with aryl iodides Ligand for palladium-catalyzed alkoxycarbonylation of aryl bromides for the preparation of tertiary esters Ligand for stereoselective palladium-catalyzed decarboxylative allylation ?-C-glycosylation Ligand for ruthenium-catalyzed C—C coupling reactions of fluorinated alcohols with allenes. Ligand for cobalt-catalyzed intermolecular formal hydroacylation reaction of olefins using N-3-picolin-2-yl aldimines as aldehyde equivalents.

Uses

The general and efficient cross-coupling of thiols with aryl halides was developed utilizing Pd(OAc) 2 /1,1?-bis(diisopropylphosphino)ferrocene as the catalyst. The oxidative electrochemistry of dippf was examined, and it was found to follow an ECDim mechanism. Seven new compounds containing dippf were prepared and characterized spectroscopically. The crystal structures of [MCl2(dippf)] (M = Pt and Zn) were determined.

Upstream product

• 40244-90-4 Chlorodiisopropylphosphane 

Downstream Products

• 215788-65-1 dichloro[ferrocene-1,1'-diylbis(diisopropylphosphine-P)]palladium(II) 
• 538-86-3 benzyl methyl ether 
• 1154043-05-6 [Pd(1,1'-bis(diisopropylphosphino)ferrocene)(p-tolyl)(OH)] 
• 1154043-13-6 Pd(DiPPF)[S(C₆H₄-4-OMe)]2 
• 1154042-98-4 (1,1'-bis(diisopropylphosphino)ferrocene)(p-tolyl)palladium(II) bromide 
• 1154043-23-8 [Pd(1,1'-bis(diisopropylphosphino)ferrocene)Cl(p-tolyl] 
• 1144038-61-8 [(η5-C5H4PiPr2)Fe(η5-C5H4PiPr2(C6F4)BF(C6F5)2)] 
• 946828-75-7 ((C₆H₅O)2PSN((CH₃)2CH)2PC₅H₄)2Fe 
• 167545-42-8 Ir(C₈H₁₂)(Fe(C₅H₄P(C₃H₇)2)2)⁽¹⁺⁾*PF₆^(1-) = [Ir(C₈H₁₂)(Fe(C₅H₄P(C₃H₇)2)2)]PF₆ 
• 460718-01-8 bromo(4-tert-butylphenyl)(1,1'-bis(di-isopropylphosphino)ferrocene)palladium 

Relevant articles and documents

Diphosphanylmetallocenes of Main-Group Elements

Several 1,1′-diphosphanyl-substituted metallocenes of magnesium (magnesocenes) were synthesized, structurally characterized, and their reactivity and coordination chemistry were investigated. Transmetalation of these magnesocenes gives access to group 14 metallocenes (tetrelocenes), as well as to group 15 stibonocenes. These s- and p-block metallocenes represent a novel class of bis(phosphanyl) ligands, exhibiting Lewis-amphiphilic character. Their coordination chemistry towards different transition-metal and main-group fragments was investigated and different complexes are presented.

Bidentate ferrocenylphosphines and their palladium(II)dichloride complexes - X-ray structural and NMR spectroscopic investigations and first results of their characteristics in the Pd-catalysed cooligomerisation of 1,3-butadiene with CO2

The chiral 1,1′-bis(di(+)-menthylphosphino)ferrocene (dmenpf, 1b) and achiral 1,1′-bis(diisopropylphosphino)ferrocene (disoppf, 1a) were prepared from the corresponding tertiary chlorophosphines 2b and 2a and the dilithiated ferrocene-TMEDA complex as analytically pure crystals. The synclinic eclipsed conformation of the Cp rings and the Cp(1)-Fe-Cp(1)′ angle in 1b was determined to be 175.0(2)° by X-ray structure analysis. With H2[PdCl4] 1a forms the bimetallic complex (disoppf)PdCl2 (3a). In contrast to the structure of the free ligand disoppf (1a), the X-ray structure of 3a and the NMR spectra in solution as well as in the solid state show that the P atoms are chemically and magnetically equivalent. The conformation of the Cp rings converts from an eclipsed to a staggered conformation. The ferrocene-based ligands show significant activity in the Pd-catalysed cooligomerisation of 1,3-butadiene with CO2