900770

Berkessel ligand

98%

• Synonym(s): 2′,3′,4′,5′,6′-Pentafluoro-3-({(E)-[(1R,2S)-2-{[(2′,3′,4′,5′,6′-pentafluoro-2-hydroxy[1,1′-biphenyl]-3-yl)methyl]amino}cyclohexyl]imino}methyl)[1,1′-biphenyl]-2-ol, cis-1,2-Diaminocyclohexane salalen ligand, cis-DACH salalen ligand, Bis(pentafluorophenyl) salalen ligand
• Empirical Formula (Hill Notation): C₃₂H₂₂F₁₀N₂O₂
• CAS Number: 2055467-90-6
• Molecular Weight: 656.51
• UNSPSC Code: 12161600
• NACRES: NA.22

Properties

• Quality Level: 100
• assay: 98%
• form: powder or crystals
• reaction suitability: reagent type: ligand

Description

Application

Developed by Albrecht Berkessel′s lab, this is the first catalyst system that allows catalytic enantioselective epoxidation of non-conjugated terminal double bonds with hydrogen peroxide as the oxidant. Eradicating multiple steps and kinetic resolution, this chiral ligand, when used with Ti(OiPr)₄ provides a one-step route to enantiopure epoxides that are important intermediates for synthesis of bioactive compounds. Catalyst is recyclable under some conditions. For best results, pentafluorobenzoic acid (P5360) or tetra-n-butylammonium hydrogensulfate (155837) is recommended as a co-catalyst.

Other Notes

Titanium cis-1,2-Diaminocyclohexane Salalen Catalysts of Outstanding Activity and Enantioselectivity for the Asymmetric Epoxidation of Nonconjugated Terminal Olefins with Hydrogen Peroxide

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3