Stereoselective recognition of an aziridine with a Co(III) complex: A potential transition-state analogue for catalytic epoxidation

被引:28
作者
Bobb, R [1 ]
Alhakimi, G [1 ]
Studnicki, L [1 ]
Lough, A [1 ]
Chin, J [1 ]
机构
[1] Univ Toronto, Dept Chem, Toronto, ON M5S 3H6, Canada
关键词
D O I
10.1021/ja017418x
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Reversible and stereoselective coordination of 1-(R)-phenyl-2-(S)-methylaziridine to (S,S)L-Co(III) and (R,R)L-Co(III) (where L represents a salen ligand obtained from diamino cyclohexane and 2,4-di-tert-butyl salicylaldehyde) has been investigated. 1H NMR data indicate that the aziridine binds about three times more tightly to (S,S)L-Co(III) than to (R,R)L-Co(III). Crystal structures of two molecules of the aziridine coordinated to the Co(III) complexes have been determined. These structures together with molecular mechanics computation provide insight into the origin of stereoselective recognition of the aziridine to the Co(III) complexes. Copyright © 2002 American Chemical Society.
引用
收藏
页码:4544 / 4545
页数:2
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