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900770

Sigma-Aldrich

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

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About This Item

Empirical Formula (Hill Notation):
C32H22F10N2O2
CAS Number:
2055467-90-6
Molecular Weight:
656.51
UNSPSC Code:
12161600
NACRES:
NA.22

Quality Level

100

Assay

98%

form

powder or crystals

reaction suitability

reagent type: ligand

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

related product

Product No.
Description
Pricing

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Regulatory Information

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