Reactivity of 1,4-didehydronaphthalene toward organic hydrogen atom donors

被引:10
作者
Thoen, KK [1 ]
Thoen, JC [1 ]
Uckun, FM [1 ]
机构
[1] Hughes Inst, Drug Discovery Program, Dept Chem, Roseville, MN 55113 USA
关键词
diyne; addition reactions; radicals and radical reactions; trapping reactions;
D O I
10.1016/S0040-4039(00)00575-X
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,4-Didehydronaphthalene, generated by thermolysis of 1,2-diethynylbenzene, reacts with organic hydrogen atom donors via hydrogen atom abstraction. The resulting naphthyl radical undergoes the expected abstraction of a hydrogen atom from a second hydrogen atom donor molecule. Surprisingly, significant amounts of radical-radical recombination between the hydrogen donor radical product and the naphthyl radical were also observed for several donors. Further, in some cases, the hydrogen donor radical products also rapidly add to the uncyclized 1,2-diethynylbenzene. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:4019 / 4024
页数:6
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