Ligand tuning in the chromium-salen-mediated asymmetric epoxidation of alkenes

被引:40
作者
McGarrigle, EM [1 ]
Murphy, DM [1 ]
Gilheany, DG [1 ]
机构
[1] Univ Coll Dublin, Ctr Synth & Chem Biol, Conway Inst Biomol & Biomed Sci, Dept Chem, Dublin 4, Ireland
关键词
D O I
10.1016/j.tetasy.2004.03.010
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of Cr(salen) complexes have been synthesised from 5-substituted-3-bromosalicylaldehydes and trans-1,2-cyclohexanediamine. These have been used to probe the Cr(salen)-mediated asymmetric epoxidation of alkenes. No simple correlation was found between the electronic character of the salen-substituents and the enantioselectivity-multiple oxidation pathways are proposed as a possible explanation. Enantioselectivities of Lip to 90% have been achieved using a novel, synthetically accessible Cr(salen) complex. (C) 2004 Elsevier Ltd. All rights reserved.
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页码:1343 / 1354
页数:12
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