Solvent effects on hydrogen abstraction reactions from lactones with antioxidant properties

被引:34
作者
Aliaga, C [1 ]
Stuart, DR
Aspée, A
Scaiano, JC
机构
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
[2] Univ Santiago, Fac Quim & Biol, Santiago, Chile
关键词
D O I
10.1021/ol050839p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] Solvent effects on the kinetics for hydrogen abstraction from a lactone antioxidant were determined for alkoxyl and nitroxyl radicals; their reactivity differ by about 7 orders of magnitude. A decrease by -12 and -35 were determined for H-abstraction by tert-butoxyl and nitroxyl radicals, respectively, upon changing the solvent from hexane to acetonitrile, Results of solvent and isotope studies indicate that the antioxidant properties of lactone antioxidants should be attributed to the enol, not the lactone.
引用
收藏
页码:3665 / 3668
页数:4
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