Asymmetric epoxidation of alkenes with tert-butyl hydroperoxide catalyzed by a novel chiral complex of manganese(III) containing a sugar based tridentate Schiff-base ligand

被引:15
|
作者
Chatterjee, Debabrata [1 ]
Basak, Susan
Riahi, Abdelkhalek
Muzart, Jacques
机构
[1] Cent Mech Engn Res Inst, Chem Sect, Durgapur 713209, India
[2] Univ Reims, CNRS, Unite Mixte Rech React Select & Applicat, F-51687 Reims 2, France
关键词
manganese complex; sugar derived schifhbase ligand; t-BuOOH; alkene epoxidation; enantioselectivity;
D O I
10.1016/j.catcom.2006.11.024
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
The [Mn-III(TDL1*)(pic)(H2O)] (1) complex (where H2TDL1* = N-3,5-di-(t-butyl)salicylidine-D-glucosamine, pic(-) = picolinate) had been synthesized and characterized by analytical, spectral (UV-vis and IR), molar conductivity, magnetic moment and electrochemical studies. Complex 1 efficiently catalyzed the epoxidation of styrene, 4-chlorostyrene, 4-methylstyrene, 4-methoxystyrene, 1-methylcyclohexene and 1,2-dihydronaphthalene using aqueous tert-butyl hydroperoxide (t-BuOOH) as terminal oxidant. The selected alkenes were effectively converted to their organic epoxides in the 50-62% enantiomeric excess(ee) at ambient temperature. (c) 2006 Elsevier B.V. All rights reserved.
引用
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页码:1345 / 1348
页数:4
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