Radical cyclization during autoxidation of 5-hexenylmagnesium bromide
Radical cyclization during autoxidation of 5-hexenylmagnesium bromide
复制标题
5-己烯基溴化镁自氧化过程中的自由基环化
DOI：
10.1021/ja00725a038
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发表时间：
1970
影响因子：
15
通讯作者：
A. Cioffari
中科院分区：
文献类型：
--
作者：
C. Walling;A. Cioffari
5-己烯基溴化镁与r-BuOOMgCl的反应中没有发生环化反应生成环戊基甲醇。在5-己烯基溴化镁自氧化过程中，随着溶液中0 ~（？）浓度的降低，环化反应的量显著增加。这些观察结果与自由基链机制一致，其中5-己烯基自由基的环化与它们与氧的反应竞争，但似乎排除了格氏试剂与氧之间的任何简单的双分子反应。
No cyclization to cyclopentylmethanol occurs in the reaction of 5-hexenylmagnesium bromidewith r-BuOOMgCl. Theamount of cyclization observed during the autoxidation of 5-hexenylmagnesium bromide increases markedly as the 0¡ concentration in the solution is decreased. These observations are consistent with a radical chain mechanism in which cyclization of 5-hexenyl radicalscompetes with their reaction with oxygen but appears to rule out any simple bimolecular reaction between Grignard reagent and oxygen.