HIGHLY REGIOSELECTIVE AND RAPID RING-OPENING OF THE (METHYLENECYCLOPROPYL)METHYL RADICAL

被引:5
作者
HORNER, JH
JOHNSON, CC
LAI, MT
LIN, HW
MARTINESKER, AA
NEWCOMB, M
OH, E
机构
[1] WAYNE STATE UNIV,DEPT CHEM,DETROIT,MI 48202
[2] UNIV MINNESOTA,DEPT CHEM,MINNEAPOLIS,MN 55455
关键词
D O I
10.1016/S0960-894X(01)80698-3
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
Ring opening of the (2-methylenecyclopropyl)methyl radical (1) was studied by competition methods. Radical I rearranges to the 2-vinylallyl radical too fast to be trapped appreciably by thiophenol, but benzeneselenol trapping was possible. The rate constant for ring opening of 1 at 5 degrees C was k(r) = 3-4 x 10(9) s(-1).
引用
收藏
页码:2693 / 2696
页数:4
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