Reactivity toward oxygen of isobenzofuranyl radicals: Effect of nitro group substitution

被引:37
作者
Font-Sanchis, E [1 ]
Aliaga, C [1 ]
Cornejo, R [1 ]
Scaiano, JC [1 ]
机构
[1] Univ Ottawa, Dept Chem, Ottawa, ON K1N 6N5, Canada
关键词
D O I
10.1021/ol034307p
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The presence of a nitro group in the p-phenyl position dramatically slows down the oxygenation of isobenzofuranyl radicals. However, both unsubstituted and m-substituted phenyl rings have no appreciable influence on the reactivity toward oxygen. Spin delocalization on the nitro group is proposed to explain the stability of the carbon-centered radical generated.
引用
收藏
页码:1515 / 1518
页数:4
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