The reactions of the singlet NH radicals with C4 olefins in the liquid phase.

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概要

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• The reactions of NH radicals with C<SUB>4</SUB> olefins, <I>trans</I>- and <I>cis</I>-2-butenes, 1-butene, and isobutene, were investigated by the photolysis of hydrogen azide in the liquid olefin at 0 °C and at the temperature of Dry Ice–methanol. Except for nitrogen and ammonia, amines and aziridines were found to be formed in good yield. 2-Butene-1-amine and <I>trans</I>-2,3-dimethylaziridine from <I>trans</I>-2-butene, 2-butene-1-amine and <I>cis</I>-2,3-dimethylaziridine from <I>cis</I>-2-butene, 3-butene-1- and 2-amines and 2-ethylaziridine from 1-butene, and 2-methyl-2-propene-1-amine and 2,2-dimethylaziridine from isobutene. These product formations were successfully explained by the insertion into the C–H bond and the addition to the double bond of olefin by the singlet NH radicals. In the case of 2-butene, no isomerized aziridine formation was observed. This result suggested that the triplet NH radicals rarely add to the double bond of olefin.

• 公益社団法人 日本化学会の論文

著者

• Sato Shin

  Research Laboratory for Nuclear Reactors, Tokyo Institute of Technology

• Hamada Jun-ichi

  Department of Applied Physics, Tokyo Institute of Technology

• Tsunashima Shigeru

  Department of Applied Physics, Tokyo Institute of Technology

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