CAS 246231-79-8 (R)-(-)-1-[(S)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldi-(4-trifluoromethylphenyl)phosphine

Synonyms

246231-79-8, CTK8E6851, RT-013410

IUPAC Name

[4-(difluoromethyl)phenyl]-(2-ethylcyclopentyl)-[4-(trifluoromethyl)phenyl]phosphane

Molecular Weight

678.45

Molecular Formula

C34H38F6FeP2 10*

Canonical SMILES

C[CH][C]1[CH][CH][CH][C]1P(C2=CC=C(C=C2)C(F)F)C3=CC=C(C=C3)C(F)(F)F

InChI Key

KUVAWRUZGMMFAB-UHFFFAOYSA-N

Purity

96%

Exact Mass

678.17000

H-Bond Acceptor

H-Bond Donor

Application

The purpose of (R)-(-)-1-[(S)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldi-(4-trifluoromethylphenyl)phosphine, an orange powder, is to serve as a versatile ligand in various catalytic reactions. Developed at Solvias in Basel, Switzerland, this asymmetric ferrocenylphosphine ligand facilitates the stereoselective synthesis of numerous commercial products. Its uniqueness lies in the fixed phosphine moiety combined with a stereogenic, functionalized side chain that can be tailored to meet specific electronic and steric requirements. This ligand finds broad applications in processes such as Pd-catalyzed C-N bond formation, enantioselective alkylative desymmetrization of meso-succinic anhydrides, asymmetric hydrogenation of ketones and phosphinylketimines, and more. It also plays a crucial role in Cu-catalyzed reductions, rhodium-catalyzed asymmetric reactions, and serves as a catalyst or ligand in several other synthetic procedures, making it an integral component in modern chemical transformations, with its commercialization supported through collaboration with Solvias AG.

January 10, 2025

Excellent Ligand for Catalyst Development in Stereoselective Reactions

I used the Alfa Chemistry's product (R)-(-)-1-[(S)-2-(Di-tert-butylphosphino)ferrocenyl]ethyldi-(4-trifluoromethylphenyl)phosphine in Pd-catalyzed C-N bond-forming reactions. The orange powder was effective, enhancing yields significantly.