CAS 146960-90-9 1,1'-Bis(dicyclohexylphosphino)ferrocene

Synonyms

1,1'-Bis(dicyclohexylphosphino)ferrocene; 1,1-Bis(Dicyclohexylphosphino)Ferrocene; 1,1-BIS(DICYCLOHEXYLPHOSPHINO)FERROCENE;

IUPAC Name

dicyclohexyl(cyclopentyl)phosphane;iron

Molecular Weight

578.57

Molecular Formula

C₃₄H₅₂FeP₂

Canonical SMILES

C1CCC(CC1)P(C2CCCCC2)[C]3[CH][CH][CH][CH]3.C1CCC(CC1)P(C2CCCCC2)[C]3[CH][CH][CH][CH]3.[Fe]

InChI Key

LVWMUECONASIMT-UHFFFAOYSA-N

Melting Point

134-136ºC

Purity

98%

Appearance

Orange-red powder

Exact Mass

578.28900

Application

1,1'-Bis(dicyclohexylphosphino)ferrocene is a versatile ligand that plays a crucial role in a range of catalytic processes. It is employed as a ligand in the palladium-catalyzed synthesis of oxindoles through amide α-arylation, enhancing the efficiency and selectivity of this reaction. Additionally, it facilitates the palladium-catalyzed alkoxycarbonylation of aryl chlorides, allowing for effective carbon-carbon bond formation. The product also serves as an essential ligand in ruthenium-catalyzed reactions, specifically in the C-C coupling of alcohols with 1,1-disubstituted allenes via hydrohydroxyalkylation. In nickel-catalyzed systems, it is vital for the cross-coupling of arylboronic acids with aryl carbonates. Furthermore, this ligand supports palladium-catalyzed regiodivergent hydroesterification of aryl olefins with phenyl formate, producing linear phenyl arylpropanoates. Additionally, it facilitates the direct borylation of benzyl alcohol and its analogues in base-free, palladium-catalyzed conditions, showcasing its broad utility across diverse chemical reactions.

March 24, 2025

Excellent Ligand for Diverse Catalytic Reactions

I've used the 1,1'-Bis(dicyclohexylphosphino)ferrocene in palladium-catalyzed amide α-arylation. It performed remarkably, streamlining our synthesis process. Highly recommend for reliable, efficient research applications in organometallic chemistry.