12150-46-8

  • Product Name1,1'-Bis(diphenylphosphino)ferrocene
  • Purity99%
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Product Details

Quick Details

  • CasNo: 12150-46-8
  • Purity: 99%

High Purity 1,1'-Bis(diphenylphosphino)ferrocene 12150-46-8 Global supply

  • Molecular Formula:C34H28FeP2
  • Molecular Weight:556.407
  • Appearance/Colour:deep yellow crystalline powder 
  • Melting Point:181-182 °C (dec.)(lit.) 
  • Boiling Point:363.8oC at 760mmHg 
  • Flash Point:182.8oC 
  • PSA:27.18000 
  • LogP:6.38890 

1,1'-Bis(diphenylphosphino)ferrocene(Cas 12150-46-8) Usage

Reaction

Ligand for Pd-catalyzed cross-coupling. Useful ligand for Pd-catalyzed carbon-nitrogen and carbon-oxygen bond forming procedures. Ligand for Ni-catalyzed amination of aryl chlorides. Ligand for Pd-catalyzed conversion of aryl halides to aryl nitriles. Ligand for Ni-catalyzed Suzuki reactions. Ni-catalyzed hydroamination of 1,3-dienes. Pd-catalyzed hydrocarbonation and hydroamination of 3,3-dihexylcyclopropene. Pd-catalyzed γ-arylation of β,γ-unsaturated ketones. Ligand for Ru-catalyzed reduction of nitriles to primary amines. Ligand for Rh-catalyzed alkyne head-to-tail dimerization. Ligand for Rh-catalyzed cross-coupling Ligand for Rh-catalyzed olefin isomerization Ligand for Ni or Rh-catalyzed borylation Ligand for regioselective Pd-catalyzed hydrophosphinylation of terminal alkynes to form branched alkenes.

Chemical Properties

1,1'-Bis(diphenylphosphino)ferrocene is deep yellow crystalline powder

Uses

suzuki reaction. 1,1'-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis.

General Description

Novel functionalized furan derivatives were prepared via Pd-phosphine sequential C-C and C-O bond formation. 1,1′-bis(diphenylphosphino)ferrocene (dppf) finds the increasing use in coordination chemistry, catalysis, and materials science as stable, redox-active, conformationally flexible diphosphine ligand.

Purification Methods

Wash it with distilled H2O and dry it in a vacuum. Dissolve it in ca 5 parts of hot dioxane and cool to give orange crystals m 181-183o. Recrystallisation from *C6H6/heptane (1:2) gives a product with m 183-184o. [Bishop et al. J Organomet Chem 27 241 1971.]

 

12150-46-8 Relevant articles

FERROCENOPHANES WITH PHOSPHORUS AND ARSENIC AS THE BRIDGING ATOMS: SYNTHESIS AND SOME REACTIONS. A NEW ROUTE TO FERROCENYLLITHIUM REAGENTS

Seyferth, Dietmar,Withers, Howard P.

, p. C1 - C5 (1980)

(1,1'-Ferrocenediyl)phenyl-phosphine and...

Heterobimetallic Silver(I) and Copper(I) pyrazolates supported with 1,1′-bis(diphenylphosphino)ferrocene

Aleksei A. Titov , Alexander F. Smol'yakov , Oleg A. Filippov

Journal of Organometallic Chemistry Volume 942, 14 June 2021, 121813

When bisphosphine is taken in a significant excess, the cyclic core rearranges to the linear complex featuring chelating and bridging 1,1′-bis(phosphino)ferrocenes and κ1 coordinated pyrazolate anion. The electronic transitions observed in these complexes are qualitatively described by TD-DFT calculations.

Effect of different aromatic groups on photovoltaic performance of 1,1′-bis (diphenylphosphino)ferrocene functionalized Ni (II) dithiolates as sensitizers in dye sensitized solar cells

Amita Singh, Archisman Dutta, Devyani Srivastava, Gabriele Kociok-Köhn, Ratna Chauhan, Suresh W. Gosavi, Abhinav Kumar, Mohd. Muddassir

Applied Organometallic Chemistry, Volume35, Issue11 November 2021 e6402

A series of five new heteroleptic 1,1′-bis (diphenylphosphino)ferrocene (dppf) appended nickel (II) dithiolates namely, [Ni (dppf)(benzylcyanidedithiolate)] (Bz-Ni), [Ni (dppf)(2-cyanobenzylcyanidedithiolate)] (CN-Ph-Ni) and [Ni (dppf)(pyridine-2-cyanidedithiolate)] (2-Py-Ni), [Ni (dppf)(pyridine-3-cyanidedithiolate)] (3-Py-Ni), Ni (dppf)(thiophene-2-cyanidedithiolate)] (Th-Ni) have been prepared and characterized using spectroscopic techniques and in one case by single-crystal X-ray diffraction analysis for CN-Ph-Ni.

12150-46-8 Process route

[Fe(η5-C5H4P(OPh)2)2]
405164-68-3

[Fe(η5-C5H4P(OPh)2)2]

1,1'-bis-(diphenylphosphino)ferrocene
12150-46-8

1,1'-bis-(diphenylphosphino)ferrocene

Conditions
Conditions Yield
With tributylphosphine; iodine; In tetrahydrofuran; acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;
94%
bis(2-(diphenylphosphoryl)cyclopenta-2,4-dien-1-yl)iron
32660-24-5

bis(2-(diphenylphosphoryl)cyclopenta-2,4-dien-1-yl)iron

1,1'-bis-(diphenylphosphino)ferrocene
12150-46-8

1,1'-bis-(diphenylphosphino)ferrocene

Conditions
Conditions Yield
With Bis(p-nitrophenyl) phosphate; 1,3-diphenyl-disiloxane; In ethyl acetate; at 23 ℃; for 48h; chemoselective reaction; Sealed tube;
83%
With bis(2-chlorophenyl)borinic acid; phenylsilane; In toluene; at 80 ℃; for 18h; Inert atmosphere;
71%
With [AlH3(triethylamine)]; In hexane; at 20 ℃; for 0.166667h; Inert atmosphere; Schlenk technique;
93 %Chromat.

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