Asymmetric oxidation of sulfides with H₂O₂ catalyzed by titanium complexes with aminoalcohol derived Schiff bases

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• 作者：Konstantin P. Bryliakov ; Evgenii P. Talsi
• 关键词：Asymmetric catalysis ; H₂O₂ ; Sulfoxides ; Chiral Schiff bases ; Titanium complexes
• 刊名：Journal of Molecular Catalysis A: Chemical
• 出版年：2007
• 出版时间：1 March 2007
• 年：2007
• 卷：264
• 期：1-2
• 页码：280-287
• 全文大小：550 K

文摘

Sulfoxidation catalysts generated in situ from titanium(IV) isopropoxide and enantiopure Schiff bases promote the enantioselective oxidation of alkyl aryl sulfides to the corresponding sulfoxides at low catalyst loadings (<1 mol % ), 30 % aqueous hydrogen peroxide being the terminal oxidant. Upon screening of several ligands derived from β-aminoalcohols and salicylaldehydes, a catalyst affording sulfoxides with over 90 % chemoselectivity and up to 60 % ee was found, and the kinetics of the catalytic reaction was analyzed by p>1p>H NMR.