Pyrolysis of the photodimer of VUIb. The dimer of VIIIb (0.3g.) was heated at 180-185°( metal bath) in a Pyrex test tube for 10 min. The colorless dimer melted with yellow' color, and upon cooling the reaction mixture, followed by crystallization, VUIb was obtained in almost quantitative yield.
The solution formed from the reaction of lithium with ethylenediamine, which probably contains H,NCHtCHZNHLi, is capable of rapidly and quantitatively isomerizing a terminal olefin to an internal olefin. A cyclic diene (such as 4vinyl-cyclohexene) is converted to the corresponding aromatic hydrocarbon, with evolution of hydrogen gas; this reaction takea place slowly even at room temperature. The correaponding sodium compound, HsNCH2CH2NHNa, isomerizes olefinic double bonds a t a very slow rate; however it will rapidly aromatize a cyclic diene in which the double bonds are already conjugated and in the ring.
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