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

被引:50
|
作者
Bryliakov, Konstantin P. [1 ]
Talsi, EvIrenii P. [1 ]
机构
[1] Russian Acad Sci, Siberian Branch, Boreskov Inst Catalysis, Novosibirsk 630090, Russia
基金
俄罗斯基础研究基金会;
关键词
asymmetric catalysis; H2O2; sulfoxides; chiral Schiff bases; titanium complexes;
D O I
10.1016/j.molcata.2006.09.038
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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 beta-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 H-1 NMR. (c) 2006 Elsevier B.V. All rights reserved.
引用
收藏
页码:280 / 287
页数:8
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