CAS 84680-95-5 1,1'-Bis(di-tert-butylphosphino)ferrocene

Synonyms

1,1'-Bis[bis(1,1-dimethylethyl)phosphino]ferrocene; 1,1'-Bis(di-tert-butylphosphino)ferrocene; 1,1'-Bis[bis(tert-butyl)phosphino]ferrocene; DTBPF;

IUPAC Name

1,1-Bis(di-tert-butylphosphino)ferrocene

Molecular Weight

474.42

Molecular Formula

C₂₆H₄₄FeP₂

Melting Point

181-182 °C(dec.)

Purity

98%

Appearance

Solid

Exact Mass

474.22700

Application

1,1'-Bis(di-tert-butylphosphino)ferrocene serves as a versatile organometallic ligand, significantly enhancing the efficiency of various catalytic processes. As a sterically hindered chelating alkyl phosphine, it accelerates the palladium-catalyzed amination of unactivated aryl chlorides and facilitates the synthesis of polycyclic indoles via intramolecular heteroannulation. Additionally, it is instrumental in the palladium-catalyzed intramolecular arylation of aryl bromides under mild conditions and in cross-coupling reactions between bromoarenes and potassium allyltrifluoroborates, selectively yielding γ-coupling products. This compound serves as a ligand in copper-catalyzed β-boration of various α,β-unsaturated amides, the synthesis of Paucifloral F through palladium-catalyzed α-arylation, and the Pd-carbon monoxide complex catalyzed hydroxycarbonylation of aryl halides. Furthermore, it supports palladium-catalyzed β-C-glycosylation by decarboxylative allylation to normal pyran systems and cis-2,6-disubstituted tetrahydropyrans, Pd-catalyzed indole bisfunctionalization via diastereoselective arylcyanation, and copper-catalyzed C-H activation and carboxylation of terminal alkynes.

January 23, 2025

Essential Ligand for Efficient Catalysis

1,1'-Bis(di-tert-butylphosphino)ferrocene is an exceptional organometallic ligand. It significantly streamlined our palladium-catalyzed polycyclic indole synthesis. Reliable and efficient, it's indispensable for aryl chloride amination and aryl bromide reactions.