Photochemical Hexadehydro-Diels–Alder Reaction,Journal of the American Chemical Society

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Photochemical Hexadehydro-Diels–Alder Reaction
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2017-06-20 00:00:00 , DOI: 10.1021/jacs.7b03832
Feng Xu ₁ , Xiao Xiao ₁ , Thomas R. Hoye ₁

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We demonstrate that the hexadehydro-Diels–Alder (HDDA) cycloisomerization reaction to produce reactive benzyne derivatives can be initiated photochemically. As with the thermal variant of the HDDA process, the reactive intermediates are formed in the absence of reagents or the resulting byproducts required for the generation of benzynes by traditional methods. This photo-HDDA (or hν-HDDA) reaction occurs at much lower temperatures (including even at −70 °C) than the thermal HDDA, but the benzynes produced behave in the same fashion with respect to their trapping reactions, suggesting they are of the same electronic state.

中文翻译：

光化学六氢-狄尔斯-阿尔德反应

我们证明，可以通过光化学法引发六氢-狄尔斯-阿尔德（HDDA）环异构化反应以生成反应性苯炔衍生物。与HDDA工艺的热变体一样，在没有试剂或通过传统方法生成苯炔所需的所得副产物不存在的情况下，形成了反应性中间体。这种光-HDDA（或hν-HDDA）反应发生在比热HDDA低得多的温度下（甚至包括在-70°C的温度下），但所生成的苯炔在捕集反应方面表现出相同的行为，表明它们具有相同的电子状态。

更新日期：2017-06-28

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