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1,1′-Bis(diphenylphosphino)ferrocene

Properties

Product #
PL111
Name
1,1′-Bis(diphenylphosphino)ferrocene
Synonyms
1,1′-Ferrocenediyl-bis(diphenylphosphine); DPPF
Formula
C34H28P2Fe
Purity
98%
CAS Number
12150-46-8
Molecular Weight
554.40
Color & Form
Light yellow to yellow solid
Melting Point
181-182° C
$75.00
$300.00
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Information about 1,1′-Bis(diphenylphosphino)ferrocene / CAS 12150-46-8

1,1′-Bis(diphenylphosphino)ferrocene (DPPF) is a high-performance bidentate phosphine ligand widely used in homogeneous catalysis. With a ferrocene backbone and two diphenylphosphino groups, it acts as a strong electron donor, stabilizing metal catalysts and enhancing reaction efficiency. Known for its excellent thermal and air stability, DPPF is a preferred choice for researchers and industries working with Palladium (Pd), Nickel (Ni), and Platinum (Pt) catalysts. Its ability to form stable metal complexes improves selectivity and yield in organic transformations, making it indispensable in pharmaceutical synthesis, fine chemical production, and advanced materials research.

DPPF plays a crucial role in transition metal-catalyzed cross-coupling reactions, particularly Suzuki-Miyaura and Heck reactions, facilitating efficient carbon-carbon bond formation. Additionally, it is widely employed in Stille and Negishi couplings to improve organometallic reaction efficiency. Beyond carbon-carbon linkages, DPPF also contributes to carbon-heteroatom bond formation, essential in developing biologically active molecules and functional materials. Its strong chelating ability and electronic properties make it valuable for stabilizing reactive metal complexes, improving catalyst longevity, and enabling selective transformations in various synthetic applications. The ligand’s ability to stabilize reactive intermediates and control reaction kinetics has made it a cornerstone for efficient and selective catalytic transformations.

Due to its strong chelating properties, 1,1′-Bis(diphenylphosphino)ferrocene stabilizes transition metal centers, preventing catalyst degradation and ensuring high turnover rates. Its compatibility with various reaction conditions makes it ideal for both lab-scale research and an option for industrial-scale processes requiring precision and reproducibility. As a robust ligand, it allows for a wide range of functional group tolerances, enabling greater flexibility in designing synthetic pathways for complex molecular architectures.

As industries increasingly demand efficient catalytic solutions, DPPF remains a cornerstone ligand for modern chemical synthesis, driving advancements in pharmaceuticals, materials science, and next-generation manufacturing. Its continued use in industrial R&D and academic research highlights its importance in solving synthetic challenges and developing innovative chemical solutions for the future

 

  1. Young, D. J., Chien, S. W., & Hor, T. A. (2012). 1,1’-Bis (diphenylphosphino) ferrocene in functional molecular materials. Dalton Transactions, 41(41), 12655-12665.
  2. Schlatzer, T., Bieber, M., Pontesegger, N., Wilfling, T., Fischer, R. C., & Breinbauer, R. (2024). Design, synthesis and catalytic application of water-soluble 1, 1′-bis (diphenylphosphino) ferrocene ligands. Molecular Catalysis, 554, 113800.

Safety

Transportation Information
Not a dangerous good
Pictogram
  • Pictogram: Irritant
Signal Word
Warning
Hazardous Statements
  • H302
    Harmful if swallowed.
  • H315
    Causes skin irritation.
  • H319
    Causes serious eye irritation.
  • H335
    May cause respiratory irritation.
Precautionary Phrases
  • P261
    Avoid breathing dust/fume/gas/mist/vapours/spray.
  • P301+P312
    IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
  • P302+P352
    IF ON SKIN: wash with plenty of soap and water.
  • P304+P340
    IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
  • P305+P351+P338
    IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
 
Detailed Safety and Handling Information can be found on our Safety Data Sheet (SDS).

Learn about this element