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1,1'-Bis(diphenylphosphino)ferrocene, 97%, Thermo Scientific Chemicals
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Chemical Identifiers
CAS12150-46-8
Molecular FormulaC34H28FeP2
SMILES[Fe].c1ccc(c1)P(C1=CC=CC=C1)C1=CC=CC=C1.c1ccc(c1)P(C1=CC=CC=C1)C1=CC=CC=C1
Molecular Weight (g/mol)554.39
MDL NumberMFCD00001422
Specifications
Specification Sheet
Specification SheetAssay from Supplier's CofA≥96.0% (Phosphorus NMR)
Appearance (Color)Yellow to orange
FormCrystalline powder or powder
Proton NMRConforms to structure
1,1'-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
1,1′-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.
Solubility
Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
Notes
Air sensitive. Store in a cool place. Incompatible with strong oxidizing agents.
1,1′-Bis(diphenylphosphino)ferrocene acts as a ligand in homogeneous catalysis. It is used as a ligand for ruthenium-catalyzed greener amine synthesis from amines and alcohols by hydrogen-borrowing. It is also employed as a ligand for Buchwald-Hartwig cross coupling. Further, it is used in the synthesis of coordination compound as well as the formation of complexes with various metals such as palladium chloride. In addition to this, it serves as a reagent for palladium-catalyzed coupling reactions and also plays an important role in Suzuki reaction.
Solubility
Soluble in chloroform, dichloromethane, alcohol and pentane. Insoluble in water.
Notes
Air sensitive. Store in a cool place. Incompatible with strong oxidizing agents.
RUO – Research Use Only
General References:
- Hindered bidentate ligand used in, for example, the Ni-catalyzed Suzuki-type crossed coupling of arylboronic acids with aryl mesylates to give biaryls: J. Org. Chem., 60, 1060, 1066 (1995), and of thiophenolates with aryl mesylates to give unsymmetrical diaryl sulfides: J. Org. Chem., 60, 6895 (1995).
- Li, C. G.; Xue, F.; Cui, M. J.; Shang, J. Y.; Lou, T. J. 1,1'-bis(diphenylphosphino)ferrocene as an intramolecular or intermolecular bridging ligand related to the phenyl-functionalized diiron propanedithiolate complex: synthesis and catalysis of the reduction of protons. Transition Met. Chem. 2015, 40 (1), 47-52.
- Kaur-Ghumaan, S.; Sreenithya, A.; Sunoj, R. B. Synthesis, characterization and DFT studies of 1, 1'-Bis(diphenylphosphino)ferrocene substituted diiron complexes: Bioinspired [FeFe] hydrogenase model complexes. J. Chem. Sci. 2015, 127 (3), 557-563.