Preparation and catalytic applications of partially fluorinated binaphthol ligands

作者：Yekta S; Krasnova LB; Mariampillai B; Picard CJ; Chen G; Pandiaraju S; Yudin AK^*

来源：Journal of Fluorine Chemistry, 2004, 125(4): 517-525.

DOI：10.1016/j.jfluchem.2003.11.024

• asymmetric catalysis
• coupling
• fluorine
• ligand
• nucleophilic aromatic substitution
• BINOL
• F8BINOL
• F4BINOL
• chiral
• sulfoxidation

New partially fluorinated binaphthols were obtained using a copper-catalyzed oxidative coupling. The corresponding enantiomerically pure compounds were prepared by fractional crystallization of the corresponding bis(menthyl)carbamates. Nucleophilic aromatic substitution using oxygen- and carbon-based nucleophiles resulted in functionalized derivatives without concomitant racemization. The titanium(IV) complexes of these ligands are catalytically active in the asymmetric oxidation of sulfides.

• 出版日期2004-4